maid diane's sissy blog

The irresistible call of the plastic Pussy

2012-03-07T14:47:00.003-05:00

Well, it appears that i am at a cross roads that reminds me of a similar state of affairs back in 2008. It was in May of that year that i had my first phone session with Mistress Cassie.

i had been silently following Her website since 2003. Not coincidentally, it was in 2003 that i purchased my first plastic cock cage, The Curve. Prior to that purchase i had dallied with several leather devices and one metal/ leather contraption, called the Gates of Hell pictured below.

While The Curve proved to be the most effective and secure chastity device, they all had one thing in common. i found them very compelling before masturbation. i used to subject myself to rather short periods of abstinence, locked up, prior to masturbating. The ultimate goal was to masturbate while fantasizing about a Dominant Female (like Mistress Cassie), then put the device on after cumming.

As was the case with all of my devices, the Curve was not something i could ever lock on after masturbating. It was simple really, it all added up to this:

Prior to May, 2008 i had ALWAYS masturbated with panties and usually a slip. And after masturbating, i had ALWAYS quickly taken off the panties (and slip or girdle) - ashamed and determined not to do it again.

It was a never ending game of denial about my cross dressing compulsion.

But the allure of lingerie, of Female Domination and of toys of imprisonment just kept eating away at me. i finally submitted to Mistress Cassie in May of 2008 on the phone. That first session was basically about the cage. i told Her that i couldn't adorn it after masturbation. i essentially challenged Her to masturbate & cage me.

Mistress took control quickly and completely that night. Not only did She get me to cum and cage me, She kept me in my slip and panties. Those many years of shame and embarrassment of my long time addiction to cross dressing suddenly ended - forever. That night was the start of a the ongoing feminization of sissy diane by Mistress Cassie. Back then, i would adorn a pair of panties and a slip for a few minutes, and then, after masturbation return the delicates to their hidden location.

It all started with that very fateful phone session nearly 4 years ago. Now, the cage plays a central role in my femming. Yes, it is on ice - literally, but it still pulls at me. It has gone on too many times these past 4 years to stay on ice for long. It more than symbolizes the beginning of my femming, my submission to Mistress. Not only did the cage come front & center that night, but my lingerie came out of the closet for good.

So, what's happening today? Well, there's another type of sex 'toy' that has long had my interest. The artificial Pussy. Sex toy provider's world wide have long sold numerous versions of plastic Pussy's as masturbator's. And i have purchased a few. Here is one that i have owned for a while and have fruitlessly hammered away at numerous times:

They all have one thing in common for me. i am fascinated by them , but have NEVER actually cum in one. The idea is compelling, but for some reason i just can't cum. i need to feel the silkiness of panties, and still usually a slip.

Now comes the fleshilght. i posted about this toy some time ago when i became quite enamored of a Model, Brandi. Brandi was teasing some guy (along with a cute Girlfriend) using a Fleshlight. So, i ordered one and expected delivery a couple of weeks ago. Well, it was on back order and it finally arrived last Friday.

And wow, was i excited. Friday night i dressed up, got in front of my computer and watched the tease & denial video of Brandi and Friend. i lubed up my new Fleshlight and went to town. It felt great, absolutely wonderful. It instantly took on the status as best plastic Pussy ever for me. i feverishly set about pumping my clit in and out of that slippery delight. It had been several days since i masturbated and i fully expected to cum, FINALLY, into a plastic Pussy. After all these years..........

Then, a funny thing happened on the way to orgasm. i couldn't do it. Like the poor guy in the video, i was on the edge, but no go. i guess it came down to this - it was too important a moment to give to Brandi. She is part of Mistress Cassie's hierarchy. Like any other of the many Models in my porn collection, Brandi plays a role in my day to day femming. Mistress Cassie's time is too important and She has too many sissies in Her barn to worry about the details of day to day sissification.

So, for better or worse, here's the conclusion i've come to, with my Fleshlight in hand. This looks like a May 2008 situation. The implications of finally cumming into a 'plastic Pussy' are significant. This is not a moment for one of Mistress Cassie's minions.

This calls for a session with Mistress. Only She can get me to cum into that artificial Pussy. i know that this looks like another 'Be careful what you ask for' moment. Mistress has repeatedly demonstrated in the past

what that can lead to.

But i am compelled to throw caution to the wind, and leave it to Mistress to decide what comes next with the Fleshlight. Until i hear from Her, the cage is on ice and the Fleshlight is on hold. But make no mistake about it, i want that Pussy and i want it bad. i need it!

If She beckons me to the phone, so be it. If She chooses to brush Brandi aside and have me cum into the plastic i'm guessing we're entering into another phase of my femming.

If that's the case, i think i've finally encountered the perfect orifice to demonstrate the depth of my pussification by Mistress Cassie.

sissy maid diane

Cock cage overload

2012-02-26T13:46:00.000-05:00

Well, i am suffering (once again) from cock cage overload. And this is (once again) without a word from Mistress. In fact, the last time She weighed in on the cage, She actually made me put it in the freezer.

For some reason, i took it out and ever since i've been building up to another caging frenzy. It reached a zenith this past week when i caged for 139.5 hours between Lat Monday afternoon and right now. That's basically 6 days locked up with hardly a break.

It started after dressing last Sunday and getting stood up. Then i took solace in the company of videos featuring Brandi. At the same time i was conversing with a male Dominant who is very interested in meeting me (and my mouth). The rest of that story is yet to be written.

But things like that are apt to happen when i'm caged for long periods. The cage tends to take control in more ways than one. So, today i'm putting it back in the freezer. i need to go back to what Mistress had me do and follow Her lead from there.

Unless and until She says otherwise, i will NOT be caging after masturbation, and the cage can stay on ice. i am going to see if i can break free of the 'call of the cage'.

We'll see.

sissy maid diane

Stuck on Brandi and stuck in the cage

2012-02-24T16:12:00.000-05:00

Well, my infatuation withe Brandi has become something a little more serious. i'm obsessed with Her. The more i search the archives of my favorite website(s) indecisivecaptions.com, the more video clips of Brandi i come across.

The expected delivery of the 'fleshlight' didn't come yesterday (on back order) and i remained caged - for a total of over 65 hours this time - until just a few minutes ago. But i couldn't resist Brandi. i couldn't resist watching another clip of Her. This one involves a cage, and gives a delightful look at Her ample breasts.

And once again, i am caged. For all of maybe 10 minutes i was free. i have been enamored with numerous Women before, but not quite like this. i think the video part of it is significant, because i can see Her and hear Her voice. And that luscious body..........wow.

Whatever the reason(s) Brandi has basically become my cage Queen. And that's exactly where She has me again.

sissy maid diane

A visit to Mistress Cassie's sissy confessional

2012-02-22T13:51:00.000-05:00

i've been to Mistress Cassie's sissy confessional before. It can be a scary place for a sissy. The last time it was to confess that i had been negligent in my sissy grooming (shaving). On that occasion Mistress generously gave me a couple of days to rectify the situation. However, Her frightening warning was that if i didn't get cleaned up 'there would be dire consequences'.

i have no interest in facing dire consequences from Mistress Cassie. i promptly shaved.

This visit to the confessional is a little different and almost preemptive in nature. It's about three recent video posts (including this one) and what's going on in my head. And it's about something i bought yesterday and where that's leading.

Let's start with the video's. In this 3rd installment stars my new favorite porn Figure who is nameless until now. I'll call Her Brandi, just so She has a name. In the first two video's she was the Star, cuckolding Her husband. i, of course, envisioned myself as the husband and had two powerful orgasms enjoying the vids.

Now Mistress has stated before that other Women in porn, whether it be pictures or video, actually play a role in my feminization that She is okay with. Women like Brandi are essentially soldiers in Mistress Cassie's feminization Army. She's also referred to Them a s part of Her feminization heirarchy.

There have been numerous Model's and Women along the way, Monica, Tori, The Ex just to name a few that i have been obsessed with to some dgree or other. And Mistress has been okay with all of Them. Most of them were pictures that also came in to play with my 'picture game.'

The fact is that video's don't nornally enter into my interest in porn, or my femming. So, that's one difference here with Brandi. Another is the purchase. i have purchased many femme articles as a result of playing the picture game, and many items were connected directly to a given Model.

That has happened here. In this video of Brandi & a Friend, they are using a 'Fleshlight' to tease Their helpless male subject.

i had already masturbated and caged to a Brandi cuckold video last night begfore i viewed this work of art from sissycaptions.com.

So, sitting at my computer, already caged, i ordered a Fleshlight. i ordered it with a rush deliver & delivery is expected tomorrow. The expectation when it arrives is that i'll be viewing this video again and will be popping a load into my new toy. Of course i'll cage again.

So, why the trip to the confessional?

Well, first of all, Mistress knows that i'm temporarily a little strapped for cash and as a result haven't had a phone session with Her since 1-13-12. And now, this purchase, which was about $109.00 w/ lubricant & rush delivery. That's quite a bit of phone training that i could have had.

Secondly, i wonder what Her opinion is of this series of three Brandi videos - which looks like will lead to me cumming into a 'plastic Pussy'. i will without question regard that 'Pussy' as Brandi's.

Now, it could well be that Mistress has no problem with any of this. But, to be on the safe side i am disclosing all of the details of this latest diane escapade.

If Mistress doesn't intercede, i expect to have a fun 'fleshlight' post tomorrow evening.

sissy maid diane

A cuckold video worth caging for..........

2012-02-20T16:37:00.002-05:00

Here's a short (1:14 minutes) video clip from my friends at cuckoldcaptions.com

i got so immediately rock hard when i first viewed it that i naturally took another look. After about 4 tries i timed my orgasm with Hers. i like everything about this video, and my orgasm was very, very powerful. Yes, a short video, but an unknown caging period for me now. Orgasms like that one should probably be reserved for Mistress Cassie.

If Mistress is reading, She may playfully, laughingly, punishingly tell me how many hours i will be imprisoned. And, if She's 'in the mood' it could be quite a while. And maybe it should be. i feel oddly guilty.....as if i should be paying a visit Mistress Cassie's sissy confessional.

sissy maid diane

a sissy stood up

2012-02-19T15:18:00.000-05:00

Well, i was expecting to have a surprise today. A surprise post about having a visitor over. The 'visitor' is now over 3 hours late, so i'm beginning to get that stood up feeling.

Oh well, i've also got that dressed up feeling. Here's a few photo's of what i 'm wearing, which includes my fav blouse, bra and skirt.

The blouse is filmy, almost see through. The bra is black. i like that look of being able to see the bra. i wonder if my visitor would have liked it.

No telling.....

sissy maid diane

A Valentine Day Tribute to my Mistress Cassie

2012-02-14T12:31:00.001-05:00

"When love is not madness, it is not love." - Pedro Calderon de la Barca

i love this line by Spanish poet Pedro Calderon de la Barca. There is no human emotion that can compare to love. There is a certain divine madness to it, and there is often a catapulting of all that might be considered common sense when loves strikes. It is a very difficult emotion to define, despite the millions of volumes written about it.

And i am madly in love.

Forget for a minute about the madness of falling so hard for an Internet Mistress (not to mention the risk of admitting this fact). Many would characterize that as folly and foolish. But i don't care about that opinion. my real feelings of love for my Mistress, Mistress Cassie, transcends the obvious limitations of phone and Internet contact.

It doesn't matter that i'll never meet Her in person. It doesn't matter that She feminizes sissies and makes Her living largely through phone sex. In fact, She is at the very top of Her profession. People have opinions about everything, and many would not consider a Phone Sex Goddess as representative of a worthy profession.

i believe that opinion to be folly and foolish. This Goddess exercises Her craft with a graceful aplomb that defines professionalism. i admire anyone who is good enough to rise to the top of their field. Mistress Cassie is best of class. And not just in Her profession, but as a Woman. Oh, yes - what a Woman!!
And my point today is that i not only admire Mistress Cassie - alas, i do love Her so. O/our relationship is nearing the 4 year mark and it has been a remarkable journey. Today i pay this loving tribute to Her as my way of thanking Her for bringing diane out of hiding. She has taught me to feel feminine inside and out. i have finally embraced my femininity as i have embraced Her.

Here was my e-mail to Mistress on Sunday:

Hello Mistress,

As St. Valentine's Day approaches, i thought that i would offer You a blog post that pays homage to You and to my affection for You. i will be dressing up for a picture post.

In addition to this 'V-Day post for Mistress Cassie' i also wanted to give You the opportunity to choose the theme of my attire - if it pleases You to do so.

For now,

Affectionately Yours,

diane

Here is Her response:

Ahh, Valentine's day...

The theme I choose is RED Seduction...... Red, satin and lace, pretty, romantic........

This will be fun, I can't wait to see how you interpret RED Seduction.

;)

Thank you diane, this is lovely!

Mistress Cassie

Well, there you have it. She is thanking me in advance. And here is my best effort to please Her on V-Day. i started early, too excited to sleep in. i took special effort in my make up and dress and in the picture taking. i have never felt prettier or more feminine. i hope these pictures do justice to the gurl i have become under Mistress Cassie's sublime tutelage.

i want my Mistress to be as proud of me as i am of Her.

Happy St. Valentine's Day, Mistress Cassie. From Your sissy -

sissy maid diane

Happy Valentine's Day - to my reader's

2012-02-14T08:08:00.000-05:00

Today is the traditional day of expressing special love, Valentine's Day. For all of my readers i sincerely wish you a wonderful day, filled with love.

Later today i will be posting a Valentine wish for a special love in my life.

sissy maid diane

Tag Team Domination

2012-02-13T10:23:00.000-05:00

My goodness! These two Female Dominants certainly know how to control Their sissies.

sissy maid diane

Ruddle report - frilly ruffly pink trimmed sissy panties

2012-02-12T08:51:00.000-05:00

These super frill panties are from http://www.frilly-knix.co.uk/frillypanties.htm.

Yummy, superior made to order sissy panties. i just love them! It's been a while since i've dressed and tonight i shaved, applied new polish to all 20 nails and ended up in my new auburn curls - which i also love.

The white panties with pink trim brought to mind a similar petticoat - and yes, i'm wearing that as well. Yes, it was fun dressing up. all poofed and perfumed. i need to do this more often.

sissy maid diane

Ruffle report - the plastic baby panties

2012-02-11T22:58:00.001-05:00

i don't have a baby fetish per say. i have long had an interest in noisy panties, plastic panties. i have fantasized about having Mistress make me wear noisy, 'tell tale' panties in puAfter numerous searches, the only suitable, frilly plastic panties were for adult babies. So, finally last fall i bought a pair. i remember the first time i put them on. Even though i ordered a rather small size, they are huge. They are designed to accommodate a diaper, of course.

i simply put them on, sans diapers. The plastic was very cool, and i was immediately aroused. A cummie and caging followed in short order. So, after my post the other night and Mistress Cassie's comment, here's a couple of pics.

Just like the first time i wore them, i became quickly aroused.

i took more pictures in my other filly ruffled panties and i'll post them tomorrow.

sissy maid diane

sissy ruffle report

2012-02-11T21:46:00.002-05:00

Mistress Cassie left this comment on a recent post:

'My My! plastic baby panties... with ruffles I hope.. lots and lots of ruffles!!!!
hahahaha'

That comment has inspired me to model & show Mistress some ruffles. The pink ruffly panties above have long been of interest to me. i posted about them in my first blog, even though i never bought them.

Well, that was then and this is now. i did buy them as a Christmas present to myself.

Tonight i'll show them to Mistress and all readers. i guess i'll show a pic or two pf my ruffled plastic pants for Mistress as well.

Right now i'm doing my nails. Dress up pictures to come shortly.

sissy maid diane

The strapon, the blow job, the Mistress' laughter

2012-02-11T01:47:00.001-05:00

Here's s series of photos i came across today. i didn't bother to masturbate. Stunned, i just went ahead & caged.

Oh, my.............

sissy maid diane

More strap on fun

2012-02-08T22:31:00.000-05:00

i was in my cage moments after viewing this one. Self explanatory.................

sissy maid diane

The awful, persistent presence of 'The Ex'

2012-02-06T07:13:00.000-05:00

Yes, there's Erica, then, there's the other darker side of masturbation and caging. The Ex is bothering me again these days. Not literally, just mentally - tormenting me. i guess you could say that even 25 years after this cropped wedding day picture was taken - i am still kinda 'caught up in Her skirt.'

She was very controlling, obsessive jealous. i was constantly accused of having affairs when with Her for those 11 years. i was always faithful, and always shadowed by Her possessiveness.
Back then, She was horrified at my cross dressing. She hated my hidden stashes of a few pieces of lingerie and some porn. She was actually jealous of the pictures, or actually my attention to them. She was horribly smothering.

So why the lingering spectre of Her influence 15 plus years after our split? Well.... i just can't help it. If there had been a cock cage in the mix, well everything would have been different. While Mistress Cassie has been extremely patient and crafty in Her very effective use of the cage to control me, the Ex would have used simple blunt force.

Yes, a cage in that marriage would have meant only one thing. The Wife would have been the Key Holder, and the cage would have been on ANY time i was out of Her sight. Period. A monstrous proposition.

Even more monstrous is the fact that somehow (unbelievably), that fact arouses me. The lovely Erica caged me last night, and i was embarrassed to cum for Her in plastic panties. This morning i am right back in the cage.

my embarrassment this time is that once again i've caged for the EX while looking at our wedding picture (below). Oh, no......................

sissy maid diane

Another guest caption (with some history)

2012-02-05T23:22:00.000-05:00

Here's another guest caption, courtesy of indecisivecaptions.com. This Model is One i'm quite familiar with, to the point where there's some history for sure.

For regular readers, you may recognize a couple of previously posted pics of the magnificent Erica. She is amazing.

Yes, there's some history here. i have a habit of becoming infatuated with Lovelies like Erica. Sometimes, they become dominant figures in my feminization, especially when my infatuation is timed with some other femming 'event'.

In the case of Erica, my one and only journey into the 'adult baby' side of sissification happened to coincide with my love of Her pics in blue. So,, seeing this new Erica caption tonight led me to the plastic 'baby' panties. Let's just say that when i masturbate while gazing at this Beauty, it is very embarrassing to have Her 'see' me in those frilly plastic sissy panties.

Ah, such is the imagination of the sissy. But what's real is that under my plastic panties, i now have a cage locked on - courtesy of Erica. yes, Erica is the epitome of sexy. Voluptuous, beautiful, wearing only the finest lingerie She is every sissy's fantasy.

sissy maid diane

sissy's dinner time

2012-02-04T23:50:00.000-05:00

sissy maid diane

The ring of cocks

2012-02-04T19:39:00.002-05:00

sissy maid diane

A guest caption (i'm impresssed)

2012-02-03T22:12:00.000-05:00

Here's another great cation form my friends at indecisivecaptions.com.

i have seen this lovely Model before. my, She certainly has a magnificent figure. i just love the air of annoyance that Her sissy is asking for release from caging - again. It seems the whole pestering thing is starting to give Her something of a head ache.

This is when a sissy should simply stop whining and show some proper appreciation for the honor of caging for Mistress to begin with. Geeez, sissy, give the Woman an aspirin and a massage!

sissy maid diane

sissies earning money for their Mistress

2012-02-03T08:16:00.002-05:00

sissy maid diane

see through panty caption

2012-01-31T16:32:00.000-05:00

More sissy caption fun.

sissy maid diane

Double strap on fun

2012-01-30T19:45:00.000-05:00

What could be abetter scenario for a sissy than submitting to the strap on? Submitting to two, of course.

sissy maid diane

Thawing out the cage

2012-01-29T22:56:00.000-05:00

Well, after nearly three weeks of being free of the cage i caved in early this morning. i was free to masturbate while my cage was frozen away in a mug full of ice. Free to masturbate!

Alas, only temporarily free. The long term prognosis for real freedom from the cage isn't good. i was having trouble sleeping last night and finally succumbed to that nagging need for caging.

As i thawed the frozen mug as quickly as possible with very hot water, my excitement and longing grew. So did my clitty.

It didn't take long to thaw it out and took much less time to come. The cage went on under my see through pink panties.

i'm kinda embarrassed to admit that i didn't have any problem sleeping after the cage was back on. Back where it belongs, it seems.

Oh, my....................

sissy maid diane

The reluctant sissy

2012-01-28T15:33:00.000-05:00

These young Women entertained a LOT of male quests at Their party last night.

sissy maid diane

cuckold sissy caption

2012-01-28T08:38:00.000-05:00

Here's some Saturday morning capping fun.

sissy maid diane

cock cage on ice

2012-01-27T08:34:00.000-05:00

While i'm a little under the weather, my cock cage is under a small block of ice. i'm not sure why Mistres had me freeze it, but for now anyway, i'm free to masturbate without caging.

On Wednesday though, my hard clitty in my yellow panties seeemed to want what's in that mug.

There's just something about those cuckold Wednesday's. Oh, my!

sissy maid diane

Feeling poorly, but still a submissive

2012-01-26T19:13:00.000-05:00

i had a spell in the hospital last week and will be recovering at home for a while. Forget the details, it's too depressing. i'll survive, and i'm pretty sure i'll still be a subbie. :o)

sissy maid diane

A timely sissy caption

2012-01-11T00:03:00.000-05:00

Let's see now, Mistress like for me to moan during sessions with Her. She has given me a good does of 'feeling' Her strap on in recent sessions. And, there's this whole thing about sucking cock that i have to deal with.

Yes, i would characterize this as a timely caption that sums recent events up quite nicely.

sissy maid diane

Learning sissy humility, the hard way

2012-01-08T13:02:00.000-05:00

Well, for those of you wondering what in the world happened to compel Mistress Cassie to post Her January 7 remarks - here its is.

During an IM session late Thursday into Early Friday morning, i was stressing out about a work issue and a big meeting to come on Friday evening. Mistress was capably playing the role of advisor, and i ultimately talked to Her on the phone as well. All good.

Mistress was giving me good advice while patiently listening. This is exactly what separates Her from most in Her profession - i think. It's not just about phones sex, sissy training and control. She brings a lot more to the table than that. When She plays the role of advisor, She's giving me the experience of a successful Woman's perspective on a problem that is insightful in two ways. One is just that - a different perspective, a different angle, a Female interpretation of what the right path is for me to take when a complex problem is at hand.

The second value of what's She's doing is actually a form of long term feminization. Real feminization is more than wearing panties and sucking cock. It's ultimately about feelings and thought process. i love the feel of nylon panties. But after wearing them all day every day, i slowly, surely begin to feel for feminine. One is an outward joy and feeling. Nylon material against my male genitalia is very nice indeed. Over time, another feeling, an inside feeling is growing under Mistres' tutelage.

i doubt that i'll ever have sexual reassignment surgery. i'll aways have male genitals. They belong top Mistress now, and that's the difference. i am a male who is becoming a Female, one step at a time. From the outside in.

When i back pedal & make a mistake like i did early Friday morning, Mistress has to take swift action. i was being arrogant, and was literally asking for Her to exert her Authority. Why would i do that? i could explain it like this - when She was counselling me the other night, my love for Her was overwhelming me. everything She does brings me closer to Her. When i'm feeling overwhelmed, i can make a mistake, and i did.

Here's just a part of the IM exchange, a small part:

pettimaid (1/6/2012 1:14:50 AM): You're killing me here. Show Your real Power. Leave more comments, use Your admin rights and post on my blog to Your delight. i live to please You. Have some fun! You just gave me 30 minutes, get Your ROI, Mistress Cassie. Use me, please............
Cassie_jones16.src%3Dpg (1/6/2012 1:15:30 AM): dont ever fear you won't be used....
Cassie_jones16.src%3Dpg (1/6/2012 1:18:14 AM): I am just doing alot of reading here... this must be the best sissy blog on the web.
Cassie_jones16.src%3Dpg (1/6/2012 1:18:17 AM): go to bed.

Now, this may just a sample, but when She said 'Go to bed', i should have listened. i didn't LISTEN. She had already sessioned me, counseled me, during an earlier IM session and a phone session. During the 2nd IM session, She did what i asked Her to do, She looked at my blog. She complimented it and left comments. No sissy could ask any more from a Mistress.

BUT AFTER SHE COMPLIMENTED MY BLOG, i MADE THIS HUGE BLUNDER, INSTEAD OF THANKING HER AND GOING TO BED:

pettimaid (1/6/2012 1:21:13 AM): You should see my ranking on web searches. It's unbelievable how high my site anks on some searhes that compete with pay sites that i recognize. i'm a fucking sissy rock star!

There you have it. What an idiot! It took Her about 30 seconds to post and exert Her authority!

THIS IN NOT mY BLOG!!!!!! If i belong to Mistress Cassie, and i do, this blog also belongs to Her, and it does. i'm a sissy for sure, Mistress Cassie's sissy. i am NOT a rock star, She is.

Well, now i've got to deal with Her post and the ramifications. i'll have to find a way to appease Her. i will have to pay the price for learning - once and for all - real humility.

Much more to come on this - obviously.

sissy maid diane

2012-01-06T01:29:00.001-05:00

sissy diane will be entertaining gentleman callers all during the months of January and February.
If you want your dick sucked by a trained sissy, post here, or email sissy maid diane.

Lets see, how many cocks can she suck before the end of February?

I am going to say 5 realistically, but I would love to see a score of at least a dozen.

Mistress Cassie.

Cross dressing delight

2012-01-03T19:23:00.000-05:00

Now here's a picture i really enjoyed. This really looks like fun! These two cross dressers take things very seriously indeed. This being blue panty Tuesday for me, i might say that i can relate to the miss in blue. i really like her outfit and it's clear that she's just recently shaved. yes, lovely lingerie, and smooth nylon clad legs. Very inviting!

Being as i'm a 'giver' by nature i would happily trade places with the miss in black. It's what i've been trained to do, after all. And what a lovely package that resides under those blue panties. They both seem to be enjoying the moment, as did i when i first laid eyes on it.

Nice, very nice.

sissy maid diane

sissy strap on fascination

2012-01-02T16:05:00.000-05:00

my fascination with the strap on has been rekindled of late. After my last session with Mistress Cassie it has been on my mind. i got a real ear full of Mistress giving me the business while i sucked Her lover's cock.

i recall a long time interest in this subject. Below is scan from an old copy of Club magazine that i happened to think of today. It's kinda worn (the cover is long gone) and there's no date, but i believe it's from the early 90"s. Let's say 20 years ago. i was married at the time, and D'x was not how'd i'd describe that relationship. i cross dressed in secret, and had secret magazines.

The ad is quite small, on a page in the back of the magazine with 12 other phone sex ads. But the impact wasn't small. i secretly masturbated to this ad, wanting to become Her girlfriend. Wanting Her to make me Her girlfriend.

The girdle has a lot to do with my cross dressing roots. This scanned ad form years ago has a lot to do with my interest in Female domination. And what better way for a Female to show Her domination?

sissy maid diane

Running for cover

2011-12-31T14:26:00.000-05:00

Here's a photo that i came across that sent me running for cover. The sight of a sissy being throughly dominated by use of the strap on. Thoroughly Dominated.

i ran for the plastic cover of my cage, cowering.Oh, my!

sissy maid diane

The sissy and the girdle reality

2011-12-31T12:59:00.000-05:00

What has gotten me so sideways lately is the retro image of a Woman in a girdle. A pink girdle at that. i've written before about those days in school when glimpses up Girl's skirts collided with puberty and was a major influence on my cross dressing.

The more i look at this picture, the more i look at the past. i think the most significant conclusion is that i was enamored of what i saw up those skirts before i saw what was behind the girdle. By the time i was finally introduced to Pussy, i had become a cross dresser. my interest in what covered the Promised Land has never waned. It's totally ingrained for me to be aroused at the sight of lingerie, and the feel of it.

It was a natural progression, and something that i was vulnerable to, for this to lead to submission to what lies on the other side of girdles and panties. Wearing them n,myself is half of the equation. Mistress Cassie is the other half. She turned my cross dressing into sissification and ultimately submission to Her.

i can't unring the cross dressing bell. That's a permanent part of who i am. The 2nd more recent bell that i can't unring Mistress holds in Her hand. When She rings that bell, i answer the call to servitude.

Like cross dressing, my submission to Mistress is also permanent.

sissy maid diane

Back to the nail salon

2011-12-30T18:51:00.000-05:00

After my rewarding, and relaxing, visit to the beauty salon, it was off to the mall. It dawned on me that this might not be the best day for a pedicure. The day before New Year's Eve, and a day when many are off. And at the mall, still lots of shoppers looking for bargains or returning gifts.

But i went anyway. Today was salon day for me. i went to this mall because it's (again) not too close to home. And because i have fond femming memories and experiences at that mall. It was there that i got a Macy's makeover, fully dressed in 2008. The mall also has more than one nail salon.

It was crowded, but not impossibly so. i found a parking spot and went to the salon that i used to frequent. There i also had built a relationship with a manicurist - 'M'. Happily for Her, but unhappily for me, She left the business early last year to start a family. And while i went to that salon and a couple of other's after She left, it wasn't the same. Like my hairstylist knew that i wanted the big girl hair dryer, M knew that i wanted color as a part of my pedicure.

The first time wasn't easy, and i sorta mumbled 'pink polish'. She either didn't hear me, or understand me. i got clear polish. It was on the 2nd trip that i got up the nerve to ask for color. And She didn't bat an eye. After that i usually let Her pick the color. It was all good. Especially the pedicures themselves.

This has to be one of the best kept secrets of the Female world. For a modest sum, the amount of personal attention, the wonderful ambiance, the vibrating chairs - it's unbeatable. Men are such idiots. i don't know one man who admits to ever getting a pedicure. It's a Woman thing.

Well, i'm guessing that Women everywhere hope that men keep thinking that way. i always feel a little self conscious when i get a pedicure. It's not so much fear of discovery either. It's more like a feeling that i'm in a Female sanctuary of sorts. The racks of polish, the pretty decor, the hushed tones of conversation (or gossip?). It's all so wonderful.

However, my manicurist is gone. So, i'm starting over. Todays' visit to my old salon didn't go well. There was no one to greet me, just a sigh in sheet. i signed and sat down. It wasn't all that busy, as i was the only one seated. i waited patiently as two customers came in after me and were taken in immediately. Maybe they had appointments, but i don't think so, given whet i overheard.i think it was a lapse in service, or maybe an assumption that i was waiting for my Girlfriend or Wife. Whatever the case, i decide to try another salon.

The good news was that i got a chair right away at location number two. The bad news was that the pedicure chairs were off to the side, barely, instead of in the back, like my old salon. i felt more exposed and the lighting was bright. More good news, though - i was the only one getting a pedi.

So, as the warm water engulfed my feet, i perused the menu. There it was, French or American pedicure. -$28.00. i wanted the French pedi. Rather than blurt that desire out, i asked what an American pedicure was. The Manicurist answer was that it was color, then She immediately suggested a 'manicure supreme'. Well, that conversation didn't go as planned, and i numbly accepted Her suggestion.

The supreme was great, of course. It involved a sea salt ex foliation, a mask, a lot of scrubbing away at calluses, and a lot of massaging. Nial polish wasn't part of the deal.

But, it was wonderful in every other way. my feet just felt alive afterwards, absolutely delicious. As usual, Mistress was correct in admonishing me for letting my salon visits wane. Being feminized can be difficult at times, but there are many rewards as well. Getting pampered at salons is high on the list. i will get another pedicure soon enough, and i will get up the nerve for color.

Just like my relationship with my Hairstylist, i'll find a new manicurist to build a relationship with. And Mistress doesn't need to worry about me sliding back into bad habits, like not going to the salon.

What was i thinking!

sissy maid diane

Back to the beauty salon

2011-12-30T18:10:00.000-05:00

i was busted by Mistress a couple of weeks ago for not visiting the beauty or nail salon regularly. my excuse was the job, of course. But Mistress wasn't about to let me slip backwards in my training. i had until the end of the year to do a pampering day at the salon(s) or pay dire consequences.

So, today was salon day. This morning i called the beauty salon that i used to frequent. Not this salon, but close enough.

i had not been there since March. The Owner answered the phone and i asked if 'L' was in today. Right away the Owner asked "is this mr. d? (my other name also begins with d). When i replied yes, She went on to say how they've missed me.

Well, the whole thing about a gurl and the relationship with her hair stylist came flooding back to me. That's kinda the whole point in going to the salon. Relationships. The whole Female domain thing is part of it too, but after going there for 3 years i had built a relationship. Going to a chain Hair Cuttery is more convenient, faster and a little less expensive. i got into the habit of going there because of time restraints. What i got was a quick, cheap, decent hair cut. Period. What i also got was a different stylist every time. No appointments, in and out.

Today, it was a lot more enjoyable. After getting caught up with 'L', i was surprised at how much She remembered about me, and likewise. After the hair cut, She washed my hair and as W/we approached the 'big girl' hair dryers, She asked if i wanted some time under the dryer today. i did, of course, and i was about to suggest it. But again, She remembered. And i was reunited with the dryer.

The moral of part one of my salon day is that getting a hair cut can be just that, or much more. i chose the salon originally, in part, because it is 1/2 hour from home. A safety from discovery issue. The problem is that i now work in the other direction. But, the reality is that i need to find an hour a month of travel time to make the trip - for the relationship. The relationship between a sissy gurl and her hair Stylist.

Next, a different result on my nail salon visit.

sissy maid diane

The 'cage gauge' goes off - again

2011-12-29T21:51:00.000-05:00

Well, here i am, caged - again. An experiment with using a nylon to enter the cage. i still have more than two hours before i meet the Mistress Cassie imposed minimum of 4 hours locked up. So, i found myself browsing through my picture folder.

Since i haven't masturbated, the 'gauge' is a little sensitive. But it really went off when i took a look at the scene above. Maybe it's because i got a thorough cuckold session from Mistress a couple of weeks ago describing, in detail, Her giving me the strap on while i orally attended to Her lover. Maybe the fact that Mistress made me suck a cock for Her a good while back and keeps that fact front & center - along with my dildo training.

Whatever the trigger, i posted weeks ago about sharing things that make my cage fill & here's tonight's installment. And the cage is really full tonight. :o)

sissy maid diane

Slipping into the cock cage

2011-12-29T20:33:00.000-05:00

i had a fun IM session last night with my closest sissy gurlfriend, Bianca. Among the topics was putting on the cock cage. i use baby oil as a lubricant but Bianca suggested trying the stocking method, and described it along with giving me a link for instructions.

So, i tried it just now. i didn't masturbate, and that complicated things. The stocking i used was a nylon stocking that had a run in it. i cut off several inches from the toe up. Then i put the ring of the cage on and threaded the stocking through the cage. Basically, after inserting the head of my clitty into the open end of the stocking, i pulled the toe end through the opening and my clitty followed.

The only problem was that i was getting hard fast as i felt the nylon gently tugging me towards imprisonment. But it worked! Tomorrow i'll be going to the salons for pampering. i think afterwards i'll dress up and take some pictures.

Then i'll cum, gazing longingly, excitedly at the photo of Mistress above. After i cum, i'll demonstrate the stocking method with pictures. It should go on easier after cumming, and make at least the start of my next confinement period more enjoyable.

Thanks Bianca!

sissy maid diane.

sissy salon day dreaming

2011-12-28T19:01:00.000-05:00

One of my two current assignments from Mistress includes a sissy pampering day. That will happen either tomorrow or Friday. A trip to the beauty salon for a hair cut & blow dry under the 'big gurl' dryer is a give. But then i think it's overdue for me to get a pedicure.

Pedicures are great and i actually miss getting my nails done. The only stressful part was the occasions when i got color. That trip form the chair to the drying station was a little embarrassing when i had a color like red applied. And yet a professionally applied coat of polish is so much more appealing than my do it yourself polish.

Since my hard to find (t gurl friendly) manicurist retired to family life, i have been reluctant to search for a replacement. Maybe i'll inquire about French nails when i get my pedicure. They are very nice looking and i've been curios about the process for some time. And lots of the Women i view have them, usually on the fingers though. But not always....

Anyway, it may be a little less noticeable on my trip to the drying station. We'll see. i'm trying to get my nerve up now.

Maybe tomorrow's the salon day....

sissy maid diane

sissy gurl girdling

2011-12-27T20:13:00.000-05:00

i can't remember the last time i came into a girdle, before today. Lycra spandex is not the silky sheer nylon material that i prefer. But today was a day to shave and put on lots of lotion and pamper myself. i'm feeling very very femme these days. Since i have some time off (finally) i'm going to enjoy being diane.

There will be more to come this week, but i wanted to start at the beginning, the girdle. The retro picture gallery of Tori took me back to the 60's when a good day was getting a peek of a Female Class mate's undies. It was usually a girdle. A great day was when one of them got careless and i got a look all the way to the gusset.

Two of the many things about Tori that really got my attention was Her spreading Her legs for that great gusset look, and the mixing of colors. my gusset isn't as smooth and inviting as Tori's (too much junk down there), but i liked the feel of spreading wide. It was also fun to mix colors of lingerie, something i rarely do.

It was fun - period. And it led to me soiling my girdle and caging. Usually when i masturbate wearing a girdle, i pull it down and let my panties 'do their thing'. Today, i was in such a girdle frenzy that i didn't even wear panties, like Tori. i just rubbed away and shot into that controlling spandex material. Then i caged and pulled my girdle back on..

Ah, Mistress Cassie's Hierarchy of images and porn stars strikes again. If i had seen these pictures of Tori before becoming so enamored of Her, i might have figured out She was a bad Girl, a hardcore porn star who seduced me into caging & girdling with Her girdle shoot. Too late now.

Yes, Her impact was already registered when i saw just what a bad Girl She is. But i just had to do a pink girdle and blue bra shoot and here it is.

Much more to cum this week. (wink)

sissy maid diane

The leaking cock cage

2011-12-27T17:48:00.000-05:00

my goodness! i have spent so much time locked in my cage in chastity the last few days. i put on my frilly plastic sissy panties a couple of hours ago, and i just found a pool of cum. my bubble bath is running, but i took a couple of quick pics before shaving and dressing.

It almost looks like i'm peeing, but it's a string of sissy cum, a plastic plastic to plastic bridge of cum. Looks like i'll really be soiling my girdle later. i see some hand washing in my future.

sissy maid diane

cuckold caption

2011-12-27T15:06:00.000-05:00

i feel like i've been seduced than cucked by a porn star. While i prepare for my girdle shoot tonight, i thought i'd throw in a cuckold caption.

sissy maid diane

It's shave and girdle day

2011-12-27T10:10:00.000-05:00

Influenced greatly into cross dressing during puberty by the marvelous girdle, i have been recently smitten by a girdle Model, Tori. While She turned out to be a very naughty hard core porn Star, Her girdle images have taken a toll.

It has been a while since i did a girdle shoot, modelling my own extensive collection. But later today i will be shaving and dressing up, with the girdle featured. Maybe a blue one with a pink bra, kinda reverse of Tori. It is blue panty day after all.

i have been in my cage since Saturday. It's time to get out, but it won't be for long. i have a feeling that i'll have a soiled girdled by the end of the day and the cage will go on again.

Until then...

sissy maid diane

Cuckolded by a Porn Star

2011-12-26T14:08:00.003-05:00

Anyone who reads this blog knows that i am a sissy who's been feminized by Mistress Cassie. Readers also know the role that pron [lays in my femming. i become fixed on images that ultimately lead me to more femmiing.

Case in point, this recent Model wearing Her pink girdle. i became fixed on Her, and spent time posting, caging,wearing a girdle, all because i became enamored of the vision She portrayed. The vision of a retro Beauty, circa the 1960's when even young Women routinely wore girdles.

i became so fixed on Her that i joined the website, lingeriegalore.com just to see more of Her. That is the reason site give free samples, to draw your attention in with a tease. Want to see more? Just join. So i joined and i saw more. And i became more infatuated with Her and She has a name - Tori Paige.

Well, the irony is that the damage was done by the time i realized who She is. Tori is not exactly the 'Girl next door'. No, She is a porn star, a hardcore Porn Star. She is, for example, featured on the home page of cuckoldsessions.com

So, while i sit here in my purple girdle and cock cage, i find this out about Her. Yes, She is easy to find in cuckold searches, it seems something of a niche for Tori. Trapped by Her into the girdle & cage, i now sense that i have been cucked by a Porn Star. i'm drawn to picture after picture of Her, hardcore stuff. But the roots of my attraction to Tori are soft core in nature. Girdle pictures. Now i look at Her with all kinds of men, while i am caged.

Mistress has said that pretty Models and porn serve as pawns as She feminizies me. It's all part of Her femming hierarchy. Well, here's another example.

Oh, my!

sissy maid dianehttp://www.cuckoldsessions.com/tour/?scene=tori_paige

Pussy denied

2011-12-26T11:18:00.000-05:00

When i first starting my femme training with Mistress Cassie, i actually had a Girfriend. i remember 2 things clearly. One was an assignment, where Mistress had me insert a butt plug the next time i 'made love'. And i did. By virtue of following Her instructions, Mistress had put Herself 'in the room.'

When the next conversation took place, i remember the second thing. Mistress Cassie likened Herself to a Queen Bee. While i found myself reading an article about Queen Bees, it was obvious that Mistress Cassie's reference was intended to make one point. That while i had a GF, i also had Mistress now. A Dominant presence Who was asserting Her Authority while dealing with me and the other lesser Female bee. She was taking control of me, and removing an obstacle. the GF.

And it worked.

During a recent session with Mistress (more than 3 years later) i asked Her if i would ever be allowed to pursue a possible love interest, She answered a question with questions of Her won. "How would i explain my panties, nail polish, the fact that i had sucked a cock for my Mistress?" Then She laughed, Her amazing Mistress in control laugh. She could have simply said no, but that would have been too easy and less effective.

In the complex society of the honey bee, the Queen occupies a central, dominant and critical role. In the complex D/s relationship with my Mistress i am a worker bee. As a small part of Her colony, i play a role. my role is to please Mistress Cassie, to listen and obey.

When, from time to time, my mind wanders off onto the subject of missing real Pussy, Mistress reminds me that She has turned me in to a pussy. A sissified, pussified drone for Her. All for Her. something else She said, 'You belong to Me now - and it isn't so bad, is it?"

Yes, i am the property of Mistress Cassie. And - it's not so bad. with time, i'll better accept the fact that when She says 'trapped forever' She means it. And that with that acceptance comes the realization that in the 3 plus years since my last love making session with another Woman, Mistress has sessioned me many, many times.
Feminized me one day at a time, Her way. the end result is that i don't know what's coming next, but i need to be prepared for that, and not worry about Pussy. Those days are over.

sissy maid diane

Girdle bound sissy

2011-12-24T13:55:00.001-05:00

i just keep getting into all kinds of sissy trouble with pictures. This one i find mesmerizing. i ca't look away. It takes me back to my roots of cross dressing. Now that i'm a Mistress trained sissy, this photo takes on another dimension. While i love girdles and these pictures, it's a reminder that the girdle is a control garment. As She spreads Her legs, that lovely girdle denies me from viewing Her Womanhood.

It's a tormenting girdle tease.

And by looking too much, i couldn't stay out of a girdle myself. But not before i put my cage on. Next week i'm off work. i'll be pampering myself with a trip to the beauty salon and the nail salon. i'll be freshly shaved and i'll be going 'out'. And i'll be taking lots of pictures. i think one day next week, i'll do a girdle shoot. i have so, so many to choose from.

For today, i'm really feeling controlled. i'm a girdle bound sissy.

sissy maid diane

Girdle love

2011-12-19T19:52:00.000-05:00

The subject of internet searches and results has't really been addressed here, and isn't the real focus of today's post.

Having said that, my blog comes up - with a surprisingly high ranking - as the result of a variety of searches. For example - if you (and someone did) search 'panty 'girdle', i'm apt to come up at some point. i know this, because i check my blog traffic sources on a fairly regular basis. Today, i was directed to a panty girdle image search. Yes, some images of me and other girdle related images from my blog came up.

i guess that shouldn't be all that surprising to me. After all, i've posted often enough about my 'girdle connection' in terms of how i started cross dressing to begin with. Beyond the search subject, i simply can't explain that impact of an image like the one above.

Along with my CD background, i ultimately view girdles as a control garment. i am literally consumed about that whole control subject. i am the 'poster sissy' for being controlled. :o)

But this is another matter all together. my goodness, is She sexy!

Now, i can be pretty anal about coordinating colors when i dress, especially with lingerie items. Wearing a blue bra & a pink girdle just wouldn't occur to me. But this Woman gives a whole new dimension to mix and match. And, She brings big time sex appeal to the girdle. For me anyway.

i'll talk more about search engines some other day. For today my enduring love of girdles is once again front & center.

sissy maid diane

High technology and the future of chastity

2011-12-18T18:13:00.000-05:00

Here's something that i stumbled onto this afternoon. It's a little too scary for me to look at too closely (yet). i think it's remote control capability is not yet computer linked.

For those interested in remote control cock cages, check out this link:

http://www.dreamloverlabs.com/dl2000.php

As of today, i don't think that Mistress can take control of my cock cage remotely from anywhere in the world. What's obvious though is that technology will get there eventually, if it's not already. The possibilities seem endless. Removal detection, and timelines. A little shock therapy maybe.....

Oh, my!

sissy maid diane

The strap on cuckold session from Mistress Cassie

2011-12-18T17:15:00.001-05:00

Wednesday's are always special for me. It was on a Wednesday that i got my first taste of cuckolding from Mistress. At that time, She was with another Lover, now She has moved on. She is free to move on, of course. Mistress can have as many Lover's as She pleases.

On the other hand, heres its sissy diane. my love now is for Mistress. There will be no moving on for me. i've always adored Pussy, and now i have been pussified, trained and trapped. Pussy is still very much a part of my life. i am controlled by it, and will NEVER enjoy real Pussy again. That won't be allowed by Mistress, that simply won't work for Her. It will not satisfy Her needs and Her plan for me.

Last Wednesday's cuckold session with Mistress Cassie was an intense one indeed. She had me sucking, kissing and licking my big dildo the whole time. i got to hear things for the first time. Things that sissies like me often fantasize about.

Mistress, with Her amazing voice, described in detail a scenario that suits Her vision for me, suited Her mood, suited Her - period. The first part was all about sucking Blaze's cock, and begging for it. She did let me take the dildo out briefly - to beg. "May i please suck your cock Blaze - for Mistress Cassie?"

Then She decided that i should call him Sir. "May i please suck your cock, Sir?" And on and on it went.

Get on your knees, sissy. Suck that cock, sissy!
He has his hands around the back of your head, planting His cock deep into your mouth. sissy. TAKE IT!
He's getting harder by the moment, sissy. Oh, yessss

Then, Mistress brought in another element. She is watching, She is enjoying the show almost as much as Blaze is enjoying having his cock sucked. She sprinkles in Her best 'Mistress laugh' from time to time to emphasize Her enjoyment.

But now, She's more directly involved. Now She is entering me with Her strap on. And now i get details of Mistress Cassie fucking me with Her strap on while i suck Her lover's cock. She is relentlessly thrusting Her strap on deep into my sissy pussy while Blaze is burying His cock in my mouth.

In past sessions sucking cock has been almost a much a constant as the cage.Once in a while, She'll describe me taking Her strap on.

But this is the first time that i got a real big dose of both. It was amazing. It's one thing to fantasize about such things. It's quite another when You have a beautiful Mistress with a hypnotic voice, bring it to life.

She started to count down from 10 to zero. my cue that i was about to be allowed to cum.

10, Blaze is ready to explode into you mouth!

9. Mistress has Her strap on buried inside Her sissy. I am soaking wet!

8, Blaze is giving me a look of appreciation. He's really enjoying My trained sissy cuckold. We laugh together, like Lover's do.

7. We're both getting ready to cum!

6. Oh, yes!

5, Blaze is cumming too!

4, Where's your cage, sissy?

3, I'm putting you in your cage again!

2, Start swallowing Blaze's cum sissy - all of it!

1, Good gurl! Take it all and cum for Mistress!!

0 - on cue, i cum. An intense, long orgasm, another tell for Mistress.

It tells Her what W/we both already know. She is in control, complete control. And, there is always another gear for Her. She will lead me to places well beyond my considerable imagination. i am Her trained sissy, Her cuckold sissy. A sissy who lives from day to day in another world. Mistress Cassie's world.

sissy maid diane

Teasing the sissy

2011-12-14T00:43:00.000-05:00

Teasing is a time honored right of a Mistress who has claimed ownership of a sissy. Before i became pussified by Mistress i used to fantasize about being teased by a Female Dominant, The thought of a beautiful, strong minded Woman feminizing me - exposing my weakness and using it against me was compelling. It was a turn on for me.

i have a new perspective now. It's not fantasy for any more, it's reality. The difference between fantasy and reality here is huge. It's not about being a turn on for me. It's about Mistress and filling Her need as a Dominant. The problem with fantasizing is that it is limited by my own imagination of how i should be teased and when. The reality is that Mistress sets all of those parameters - period.

There was ample opportunity for Her to tease me on Sunday evening and She did, to the point of tormenting me. Fantasy meets reality.

Example: i dressed in a maids uniform with a girdle on Saturday evening, expecting a session in full femme mode dressed per Mistres' instructions from a short session on Friday (while i was caged). i had a brief IM exchange with Her. She was with Her lover Blaze and might be available in 45 minutes or so. i was admittedly excited at the prospect of a phone session after an encounter with Her lover. i even dared dream that He might get on the phone & go into details of how Their love making session went. Maybe he'd have a laugh at my expense over my waiting dressed in a mid's uniform.

Well, that didn't quite happen. Instead, i waited for hours (until 3:00 a.m.) with nary a word from Mistress. it turned out to be another cuckold lesson, Mistress Cassie style.

i went to sleep early Sunday morning wondering and restlessly dreaming about what the two of them were doing.

When i did session with Mistress on Sunday evening She gave me every opportunity to complain. i did not. And She teased me. She asked probing questions about what i was thinking when i wanted to ask what She was doing. She put me in the room that early Sunday morning, incessantly asking if i would have begged to fluff Blaze for Her. Would i suck his cock to get him on the edge before he turned and placed his engorged cock into Her? Would i??????

Would i beg Her now for that opportunity? Would i beg to suck Her lover's cock? The answer is yes, because i did. Again, no complaint from me about being 'stood up' in the wee hours of Sunday morning. Instead i begged for the opportunity to suck His cock.

In another exchange regarding the cage:

Her: Where is the lock that i have the only key to?
me: on my night stand.
Her: Is it tugging at you? Do you want to put that lock on and be at my mercy as to when i send the key back from Canada.
me: Yes, Mistress - it tugs at me
Her: i'm going away for a few days. What if i required that you send a note begging for the key - after i had you use that special lock?

And on & on it went. She changed the pace & content of Her conversation rapidly. She told me of other sissies that send Her keys. But they are largely fakes. She knows i cage for real - for Her! The possibilities are endless for Her. An endless one sided opportunity for Her to tease me - on Her terms. Since it is my intention to please Her, i listened intently, often with a raging hard on. She kept going.

She talked about other sissies in Her barn that live for punishment and how She breaks them. Those poor sissies have a fantasy about being punished by this Beautiful Mistress, and they ask for it! And they get it, Mistress style. Like me, it eventually turns Her way. Those poor sissies get and accept punishment that was never in their fantasy, their make believe world. They get punishment that feeds Mistress' needs, not theirs.

In 3 /12 years i have been punished by Mistress three times. i don't want to go there again.

1) i was being difficult, bristling at Her Dominance. She was patient, warning me to be more respectful. i became more difficult. She calmly lost patience. The punismment: write 500 times - i have been a bad sissy. i apologize to Mistress Cassie. i did it, i posted it and i hated it. WRITING LINES she calls that form of punishment.

2) A similar scenario. i was out of town, sessioning late at night & being difficult. The resulting punishment: suck a cock, something i'd never done. But i did it. The one and only blow job (so far).

3) i posted one of countless picture shoots with full dress, including nylons, of course. With Her keen eye She noticed a run in one of my stockings. The punishment: i had to research & post about the proper care of Female hosiery, after neatly rearranging my hose drawer. a TEDIOUS LEARNING EXPERIENCE.

That has all been a long time ago, probably 2 plus years. i try diligently to avoid punishment by Mistress. i feel badly for my fellow sissies who long for punishment form Mistress. She teased me about how accomplished She is at doling it out. This teasing took place when i was listening about how negligent i've been about my salon visits and going 'out'.

She never threatened me, She simply shared Her expertise in punishment and reminded me of my few little beginner level punishments along the way in my femming.

.i made it clear that i am not into punishment and that i absolutely need to get my act together.(i may have sounded desperate).

At the end She decided to do a count down for my cummie from 1-10. But it was too late. i was already cumming.- a long, drawn out cum powered by days in the cage and my intent listening to all of Her teasing. i got a 'bad sissy' for that one. But She didn't punish me. She showed mercy, and by doing so pulled me closer to Her breast for more nurturing and more feminization. It's another example of Her style, a style like no other. As a result, i've never felt closer to Her, and my resolve to please Her is stronger than ever.

i haven't covered all of Her teasing moments from that hour long session. But She did leave me with this - i would cage for 47 hours. i would be free of the cage late on Tuesday evening. Tuesday evening, just before yellow panty day. Cuckold panty day. She didn't say - "you'll be right back in the cage at the strike of midnight - Wednesday. She simply pointed out that Her caging 'sentnce' would end shortly before Wednesday dawned. Another masterful tease from the Master, the Mistress.............

sissy maid diane

New sissy assignments

2011-12-13T23:02:00.000-05:00

Besides the 47 hours caged that was the end result of Sunday evening's session with Mistress, i have two new assignments.

Actually there are a reminder that i may have gotten away from some sissy essentials the Mistress expects to be part of my 'trained sissy' status. Like my laziness with grooming a few weeks ago, there are other established gurly routines that i have let slip.

While it was my intention to please Mistress during the session, i ended up getting a report card of sorts. While i get high marks on many things, including grooming, pantification, nail painting, peeing like a gurl etc. i've fallen short of expectations in other areas.

For example - i paint my own nails & haven't had a professional manicure or pedicure since April. Doing my own nails is nice, but it's not the same as going to a salon. The same with my hair. With my career change going to my well established hairdresser every month fell by the wayside. The excuse is time added by a new commute and new career responsibilities. But those are just that, excuses.

Mistress wants me to get a little feminine pampering at a salon, as an assignment. i simply have to do it. And given that She elicited a honest 'yes' when i was asked if i enjoyed past salon experiences, well...

Lets' just say that that's one assignment that i don't think i'll have any problem with. Both assignments have to be complete by the end of January, and one by the end of this month. i will have some time off during the Holiday's, so i don't think there's any question i'll get the pampering done first. i'll probably go to the hair salon and the and the nail salon. but even when i do both that will only be one assignment.

The hard part will be starting over. i got lucky the first time around. i went to a Women's hair salon & the was a little embarrasing. But asking for some time under the 'big gurl' hair dryer was mortifying - the first time. The 2nd time my hairdresser sinply asked if i wanted the dryer. After that it was easy.

Now, i've got to find a new place that makes more sense with my commute. i need to get lucky again.

The 2nd one is much tougher for me. It's time, it's overdue and it's got to be done now, by the end of January. It's time to go 'out' again as diane. i still remember my first outing in September of 2008 vividly. i made a weekend out of it getting a hotel room a bout a half hour from home and took a lot of my wardrobe with me.

It was a series of memorable events, and the first time out topped the list. It was a lovely weekend, temperatures in the 70's and bright sunshine. i checked into the hotel on a Saturday morning, shaved and prepared myself and went out in a pencil skirt stockings and top. It was frightening and incredibly exciting at the same time. It was just cool enough to feel the early fall breeze wafting up under my skirt. i'll never for get it. It was liek a decades old burden had been lifted from my shoulders. i love the feel of it, the undeniably Female sensation i'd never experienced before . Being out in a skirt and heels was liberating.

i went out a number of times that Saturday & Sunday morning. i loved it. Subsequently i braved even more outrageous outing, especially the make over 'in drag' at Macy's. It seems like a life time ago that these great things happened. Ultimately i have found going out increasingly difficult. It is risky, time consuming and there'a s an element of 'been there, done that' with me.

i don't want to go out in public anymore and it shows. It's been over a year now. For me, i can exhibit my deepening feminization on my blog form the comfort of home, where all of my gurly possessions reside. i am quite content with the my submission to Mistress and regularly displaying it here.

But alas. it's not about me.

Mistress isn't satisfied with my satisfaction. i am to go out again, by the end of January. It must be a minimum of 30 minutes in the public.i did not argue or struggle. i will do it. i will do it because Mistress Cassie wants me to, She expects it now. To not go out from time to time is a step backwards, a failing grade on my femming report card. i will remedy that to please Mistress and to get back to my feminine routine. How can She move forward with my feminization when i back pedal? There is no excuse.

More to come on this one. i'll post again about other things that went on during the session. i was teased and tormented about the cage, cuckolding and more. Despite my poor review on some new bad habits, i fervently hope that Mistress took enjoyment out of teasing me. i think She enjoyed it. i hope so - it's Her right.

sissy maid diane

Noisy plastic sissy panties

2011-12-11T12:03:00.000-05:00

There was no session with Mistress Cassie last night. In a brief IM session She said She was with Her lover, Blaze. i was dressed as a sissy maid with a pink open bottom girdle on, as per Her instructions. She had me wait, which i did until about 3:00 a.m this morning. At that point i was unable to stay awake and went to bed, restlessly dreaming of Mistress and Her lover. i went to bed in my make up, OBG with stockings, pink 'Property of Mistress Cassie' panties, my bra and my new black slip.

i guess Mistress wasn't inclined to share Her rendezvous with Blaze. i was left to fantasize. Another cuckold lesson. i will see if She is available later today, as i am still in chastity for Her. Not caged at the moment, but chaste nonetheless.

Meanwhile, one of the purchases i made while chastity caging for Mistress Cassie was a special pair of panties. i have been curious for a long time about getting a 'noisy' pair of panties. i was fantasizing about being out and the noise of my panty wearing would be public.

This is nothing new and i have, from time to time, searched for such panties. Virtually all of those available were made for adult babies. Now i have absolutely no problem with my sissy sisters who are adult babies. In fact, i can appreciate the predisposition to needing maternal nurturing. i have a different type of need and nurturing fro my Mistress, and the baby subject has never come up.

In reality, i'm simply not wired that way. On the other hand, if Mistress put me in plastic panties, gave me a pacifier and placed me in a crib, what choice would i have? If She then had me watch as She had sex with Her lover, i might quickly develop an affinity for being a sissy baby. :o)

But to me the real appeal of this type of panty is the noise. So, i found myself searching again last week. And, even though the panties that i finally purchased were from an adult baby site, it was the pink frills that finally sealed the deal.

When they came on Friday, i put them on. i noticed two things right away. First, even though i ordered a small, they are huge. They make 'granny panties" look like a thong. The extra room is for a diaper, of course.
even with the size, the waist and leg bands were very snug. Since i was in a cage and Friday's green panties, i slid them on over both.

The second thing i noticed right away was that i got quickly aroused. i walked around listening to crunching of the plastic. And it wasn't long before i was leaking. Through the cage, through the sheer nylon material of the Friday panties.

After about 15 minutes i took them off. The elastic bands are for keeping 'everything in', i'm sure. But it had another effect which was perspiration. No wonder babies cry so much, they were uncomfortable. i suppose baby powder would help remedy that little problem.

When i took them off my green panties were slightly damp due to the perspiring. But there was a big wet spot. And there was leaking into the plastic panties. After a few days caged it's not any surprise to see this kind of leaking, but this was different. my droplets of cum were dispersed into the nylon fabric of the panties as usual. But on the plastic liner of these new noisy sissy panties, the cum sat up & glistened. Just like i did today as pictured in today's wearing.

Clearly these are sissy cummie panties! Even though the sensation of plastic won't be the silky delight of nylon there's no doubt that i will be able to masturbate in these panties. And when i do the evidence will remain, intact and sitting up against the plastic.

Since i am in chastity that won't happen today. That will be another, future post. For today i am sharing a couple of photo's in my plastic pants. Next time i'll make a short MPEG, where these plastic sissy panties are audible as i walk. i'll make it on a day when i am free of chastity and can cum into the plastic.

Just another day in the life of a trained sissy.

sissy maid diane

sissy diane - maid to serve Mistress Cassie

2011-12-10T23:21:00.001-05:00

After last night's session with Mistress i had been charged with dressing as a sissy maid for Her tonight. Withe a girdle. The maid's outfit is overdue, it's been a few months and longer for this particular pussy cat uniform.

i really do love my new hair style. So long, soft and wavy, an instant favorite. i am waiting on Mistress (as i should) for tonight's session.

i am ready to serve Her. i am Mistress Cassie's sissy maid.

sissy maid diane

New sissy purchases

2011-12-10T13:31:00.000-05:00

Anyone who has even glance at this blog must know that i love to buy gurly things. All kinds of things and toys. When i go through a stretch of intense feminization, like i'm in now, the buying tends to pick up. Lately, it's really picked up.

In the last two days i have received 5 packages, all with fun stuff inside. One new addition will be on display tonight. A new hair style, inspired by the Model above. i can't compete with Her but - close enough. It will be on tonight during my session with Mistress, which will be late. Pictures tomorrow.

Other purchases include a new full black slip, a luscious white Vanity Fair bra to match last week's black one (yummy) and three pairs of sheer see through panties. They will all be on display soon enough.

Two other things came that i won't go into now. These are ground breaking items, something different. Each is worth it's own post.

More to come on all of this new stuff, a by product of days of chastity caging.

That's all for now.

sissy maid diane

sissy record keeping - the cage

2011-12-10T13:05:00.000-05:00

Here's some fun sissy facts. i've just released myself from chastity caging. i was caged for 111 consecutive hours. While for some hard core cagers this may seem like a walk in the park time frame, for me it's a record period of continuous confinement.

At times it got to be pretty easy, even unnoticeable, especially during the day. Nights were more of a challenge. Also very challenging considering that i was wearing 'Property of' panties every day, and adding lots of gurly stuff in the evenings. Last night was a restless sleep, it was time to get out today.

Another fun fact: i was caged for 138 of 141 hours going back to Sunday afternoon, the last time i masturbated. i took off todays' DOTW panties a few minutes ago and put on these red panties, cage free. It didn't take long for the wet spot to appear. It started at the bottom, shown here, as my now freed cock became aroused at the feeling of sheer nylon panties again.

Then, as i sprang to attention, more leaking.

i have a session with Mistress Cassie this evening. i will be dressed as a sissy maid, Her sissy maid - and i will be ready and eager to serve Her.

sissy maid diane

Caught in the Day of The Week panty trap

2011-12-10T12:42:00.000-05:00

i have long been fascinated in Day of the Week panty sets. i now own three sets. This most recent set is by far my favorite. This is the first week when i've worn them all seven days. It's also the first time i've had the cage on all seven days.

As Mistress said yesterday, i am feminized now and i have to accept that. The feminization will continue of course. But i'm caught in Her trap for real now with no route of escape to even ponder. i'm not being feminized any more, i'm being further feminized, and the panties and cage have played and will play a key role.

Here's a collage of my 'Property of Mistress Cassie" DOTW panties. All are from this past week. A week when my status as Mistress Cassie's feminized sissy was cemented. The panties and cage are very effective, strong mortar indeed.

sissy maid diane

Saturday is red sissy panty day

2011-12-10T09:30:00.000-05:00

Today's panty color is red. Last night i had a short phone session with Mistress Cassie, while i was caged. Sort of a primer for tonight's session. She wants me in a sissy maid outfit & girdle. What Mistress wants, Mistress gets.

Oops, a little wet spot is developing as i write that.

For now, another fresh pair of panties and some more daily pictures. for the first time i'll have 7 consecutive days of pics in my DOTW panties and the cage. my only (minor) complaint about this set of Property of Mistress Cassie' panties is the shade of today's panties. A little too orange, i think. But overall they are great to wear. Silky smooth and lacy with the lovely embroidery, of course.

i think i'll do a little panty collage post later today, kind of a week in review thing. And what a week it's been..

sissy maid diane

Friday is green sissy panty day

2011-12-09T23:26:00.000-05:00

Today is green sissy panty day. i am more interested now in Mistress Cassie's comments from earlier today. But here are today's photo's. The cage is still very much on.

Tonight i also have on my green glitter high heels. Mistress like Her sissies in glitter.

Tomorrow night i will session with Mistress Cassie.

sissy maid diane

A comment from Mistress Cassie that says it all....

2011-12-09T19:36:00.002-05:00

On November 13 i posted this:

A sissy shaved (again) and - finally understanding life balance

Today, Mistress left this comment, and i accept everything that She says here:

Mistress Cassie said...

Hello diane,

Yes, you are obsessive, and have a controlling nature.

I remember how horrified you were that I was not interested in signed sissy/feminization contract with you. I told you I did not need a contract, and that I would control you with out one. I know that bothered you a great deal.

I know that my unscheduled attention has been very frustrating for you. But now, maybe you get it. The only way for you to truly submit to Me, is for you to accept Me, My training and My methods as they occur, without predictably. What matters is that you obey Me because you know I am right, not because there is a schedule, or a list of rules. My feminization and training are all encompassing. (you may be a hunter, but you are a sissy girl out hunting, with your pretty panties on next to your skin, under neath your hunting clothes)

It doesn't matter what pictures or which women you masturbate too... it doesn't matter if you are a strong business man at work with many responsabilites. What does matter is that you know you are My sissy, submissive in all matters to Me.

Now you may learn to accept yourself as one person, you, a feminized male, with a career, a life, and a Mistress. Now maybe you will let go the constant power struggle between "pink" and "blue". you are both, and you must accept that. Put something pretty in your office a work. Something small, out of the way even, but something pretty. Something to remind you that you live in one world. My world.

Mistress Cassie.

December 9, 2011 1:36 PM

Today i added something pink & blue in plain sight in my office. i'm not going into where these items came from, but i will say it represents this:

"Something to remind you that you live in one world. My world."

Here's a picture:

A picture says a thousand words. Mistress Cassie's message says it all.

sissy maid diane

The allure and horror of long term caging

2011-12-09T01:03:00.000-05:00

i simply can't help it. my best cage lock stays on my night stand - always. the only key is in Canada, under Mistress Cassie's care. With each passing day now, that lock is tugging at me.

sissy maid diane

Thursday is sissy pink day

2011-12-08T23:41:00.000-05:00

It is THE universally accepted color for sissies. It's Mistress Cassie's favorite color for Her sissies. It's traditional a color associated with the Female gender from birth. Baby boys are swaddled in blue, girls (generally are not).

my first set (of three) of Day of the week panties has two shades of this wonderful color. A pale version, and a deeper more vibrant version.

i could go on and on about:

PINK!!!!!

And, for Mistress Cassie's sissies, Thursday is pink day. Like every other DOTW, i happen to have a pink pair of 'Property of Mistress Cassie' panties.

While personally i have come to regard yellow as my favorite,largely because of the cuckold element, pink is still the standard bearer for most (if not all) of us sissies. It's a feminine color, and we are attracted to all that if feminine. What spells sissy better than P I N K?

So, here it is, my daily update of this week's chastity caging for Mistress. i woke up in yellow, but pink was already laid out for today after my a.m. shower. i even played a very quick picture game before fully dressing. Horrifyingly, i lost again. Really, the odds were pretty much in my favor this time. But i lost anyway.

The winning picture:

i have 4,316 pictures in my 'sissy' folder, many of which are repeats of favorites to increases the likelihood of them coming up while i play. This photo is repeated a total of 6 times. Not all that likely. Now, Her behind and hair are very compelling to me lately. Not compelling enough to save Her image say, 30 times, but compelling enough to play a game of "let's wear something additional today" first thing this morning.

If She comes up i wear the extras, She doesn't, i'm free except my panties & cage. Well, a bonus picture came up right away. This picture and many like it are interspersed throughout the folder. Play again. Decrease my odds.

But still, 6 out of 4,316????? But here i am.

Now, this may seem a little overly dramatic for what transpired next, but i lived with it today. Another girdle day. Unlike yesterday's panty girdle, there's no keep the cage in place benefit in wearing this girdle. The open bottom girdle is something that Mistress introduced me to, in 2008. my interest in girdles goes back to my Junior High School days. Many, many years prior to 2008, believe me. It was back in those days while i entered puberty that the occasional glimpse of a girdle, courtesy of any number of my Female classmates, played a key role in my inescapable pattern of lifetime cross dressing.

The first time i masturbated a girdled was involved, as was the image of a Sears catalog ad and one of my class Mates. The catalog was in one of my hands, the image of my class mate was in my mind. Burned into my mind as i masturbated. And so the cross dressing ship set sail.

The girdle fascination has led me to a rather large collection, which has been totally ignored for some time until this week. Bang - it's back. Why? Who knows. The sheer see through panties of the 'winning' picture game Model are well, - panties. Not a girdle. Maybe it's that growing feeling of being controlled that has girdles back on my radar. Definitely a control garment, the girdle. And i have posted many pictures in the past modelling my collection:

Anyway, unlike yesterday's yellow 'regular' panty girdle, the pink longline zippered girdle i wore today was a more challenging matter. It certainly gets my attention after a trip to the Girls room. It's simply much more distracting than a panty girdle. The fact that it's a LONGLINE means that the stern, zippered latex material protrudes above my slacks belt line. A risky proposition, even with a dress shirt and undershirt on (both white). i'm naturally long waited and sometimes my shirt isn't tucked in properly. i found myself constantly checking to make sure i had everything "in order" down there today. It would be hard to explain a little flash of pink girdle showing at work. Sigh.......

i don't anticipate a return to regular girdle wearing. But then again, it's hard for me to anticipate anything these days when it comes to my feminization.

Today's pictures:

Tomorrow is green sissy panty day. (Wow, i really, really need relief. i'll release during a session with Mistress this weekend - on Her terms of course. i will be hungrily drinking from Her feminization fountain).

sissy maid diane

It's Wednesday, yellow panty day and another day of chastity caging

2011-12-07T23:04:00.000-05:00

Wednesday is fondly referred to a 'hump' day in many quarters. And when Thursday dawns I'll be over the hump as far a my current chastity caging goes. i'll be out temporarily at some point this weekend, then right back in after my session with Mistress Cassie.

i was sitting in traffic a while ago on the way home and starting thinking about my 'state'. While i have been chronicling instances of the 'cage gauge' going off to certain images, the gauge went off in traffic.

This is the subconscious part of being dominated by Mistress. What i was thinking is how ridiculous it is that i am wearing this cage at all. i really don't want it on. But i wasn't forced to put it on at all this week. i have only to wear it a minimum of 4 hours every time i masturbated. Not 4 or 5 days (without the benefit of masturbation). When i was thinking about it, it's obvious what Mistress has done with Her approach to caging me.

It's been masterfully orchestrated. She has me caging myself by, among other things, threatening to take it away. Genius, absolute genius. Something of a minimalist approach that has had the totally opposite effect. While i'm aware of what's She's doing & has done, i'm powerless to do anything about it. That's the rapid conclusion that i came to while sitting at a traffic light.

By the time the light was green the gauge went off. The cage was full of engorged, excited, nowhere to go, trapped - cock. How is this possible? It makes more sense for me to enjoy the feel of the hardening flesh against my nylon panties. But no, i get to 'enjoy' hard unyielding plastic, and get hard thinking about being caged by Mistress. By choice? Sure, i chose caging chastity this week, Mistress did not confine me. Not by specific Command anyway. Her subtle mind bending approach is much more effective than simply caging me. That's too easy for Her.

Oh, She can do that as well, whenever She wants. It's the self caging that is really impressive to me. the cage used to be a curiosity to me. A sex toy of sorts, emphasis on toy. Its's no toy now, it's more like a weapon, a pussification weapon that Mistress has deployed. Like i said, in retrospect i can see how She did it, but that doesn't mean i can ever hope to 'undo' it. That's the nature of a D/s relationship.

More about this later.

For today, it's Wednesday which always a cuckold day for me, as noted numerous times here. In my world yellow = cuckold. So, here are my pics in the cage with the paper with the numbered lock. i put on some extra gurly under things today when i dressed this morning. All yellow and lacy - my long leg panty girdle, (keeps that cage in place!)

Also, pettipants, half slip and of course the panties. i added the cami, bra and heels when i got home.

Yes, today i'm feeling pantied, cucked, caged, and totally under Another's control.

Tomorrow is another special sissy panty day - pink day. That's Mistress Cassie's favorite color for Her sissies. Oh yes, i'm definitely one of Her sissies, securely locked in Her sissy barn.

More tomorrow.......

sissy maid diane

Tuesday's chastity panties and cage

2011-12-06T20:40:00.000-05:00

Yes, it's Tuesday, another day in the cage and another day of wearing my Mistress Cassie scheduled blue panties.This week i'll be featuring my 'Property of Mistress Cassie's DOTW panties. Yes. i have 7 of them in this particular set.

Tomorrow is cuckold Wednesday. i was reminded of my position as a Mistress' cucky in an e-mail today. Here's is an excerpt:

.....part of being a cuckold is having NO CONTROL over what and how Mistress does things. ;)

Well, that kinda sums it up, doesn't it?

i did share with Her that i have a new purchase due to arrive by the weekend. i'll keep that item to myself (and Her) for now, but She is anxious to see me dressed in this new wardrobe addition. Looks like another weekend picture post.

But before then,. i'll be posting daily about caging and panty chastity.

Until tomorrow....

sissy maid diane

Tuesday's cage gauge.

2011-12-06T19:31:00.000-05:00

i'll be taking a few photo's shortly of me in my blue Tuesday 'Property of Mistress Cassie' panties. i might even put on a dab of makeup. Of course the cage is already on. It looks like there will be ample opportunity to test the cage gauge this week. It just went off when i came across this old favorite from indecisivecaptions.com while playing a quick 'picture game'.

i lost again naturally, hence the dab of make up and extra clothing for tonight's update of the chastity caging for Mistress series.

i just love Women in see through panties. So tantalizing and suggestive. An awful tease, and me stuck in my cage. Oh, my. Once again though, the cage gauge never lies. Her pretty panties and perfect behind have filled the cage.

Another post shortly, in my own panties.

sissy maid diane

Chastity caging for Mistress Cassie

2011-12-05T22:59:00.000-05:00

It's been too long since i've sessioned with Mistress Cassie. It will be a month this coming weekend. And this weekend i will be calling Her. i will be ready, as i'm entering chastity caging for Mistress.

Chastity tends to make me even more vulnerable to and eager to please Mistress than usual. Tonight is Monday, purple panty day. i have a numbered lock on and will take a picture or two with a newspaper every nigh this week. i'll be wearing my panty schedule colored day of the week - 'Property of Mistress Cassie" panties.

Yes, i will be very, very eager to please Mistress by the weekend.

sissy maid diane

Teasing captions

2011-12-05T19:26:00.000-05:00

More caption fun. :o)

sissy maid diane

In the end, Sunday is white panty day

2011-12-04T20:27:00.000-05:00

i really enjoyed my black Vanity Fair panties and bra. so much so that i came in my panties. But, at the end of the day, this is Sunday, white panty day.

So, my scheduled color of panty is back on. And so is my cage.

sissy maid diane

Back in black

2011-12-04T14:10:00.000-05:00

All shaved, poofed and perfumed, i'm back in black. i love this VF bra and panty set. So, so sheer and silky smooth. i added a skirt and sheer blouse, and a black full slip, a Secrets In Lace waist cincher, 6" black pump. sheer stockings - oh, my!

It's about 2:00 here now and i'll be dressed the rest of the day. i'm really drinking in my femme training today. All for Mistress Cassie. i will session with Her soon and thank Her for femming me so thoroughly. i'll also be asking what new sissy things can do for Her. i want to please Her.

i hope She likes my new Vanity Fair ensemble and post. :o)

sissy maid diane

Black Friday panty and bra set

2011-12-04T12:34:00.000-05:00

A week ago Friday was Black Friday. Now famous as the unofficial start of the Holiday shopping season. i spared myself the crowds, but got on line offers form a number of stores that cater to Female intimates. One was from freshpair.com. They sell lots of pretty things and i have purchased Vanity Fair panties there recently. White VF panties. Silky sheer nylon with lace insets at the hem of the legs. So feminine!

Well, the sale included panties and bras and much more. When i saw this VF bra in similar shimmery material, i was in buying mode. i'm not entirely sure why i ordered black, except maybe that my black bras don't really have tat perfect fit for my breast forms. But just looking at the full coverage on the site's pics, i knew this was a special bra. And black it was.

The panties are a different story. i can wear any bra, any color whenever i want. But i'm on a panty schedule that does not allow for black. But i ordered them anyway. Today is white panty day & i had on a white pair this morning. But i took them off and took a bubble bath. Now shaved and refreshed, i am about to put on this new black VF bra and panty set.

i'll do my nails first. ;o)

Yes, i'll be wearing black on white panty day. Mistress does allow crossing the color line. i simp[ly have to share it here on my blog with pictures. So, these are pictures of my Black Friday VF panty & bra.set.

Have a good day!

Just kidding! i must show pictures of me dressed in them, of course.

Those pictures will be up a little later today.

sissy maid diane

Being a sissy for the wrong reasons

2011-12-04T11:27:00.000-05:00

The interesting thing about being a trained sissy is the constant battle of mixed emotions. The battle for control is over and Mistress Cassie has won. But another battle rages.

i spend too much time dressed en femme to one degree or another to even try and deny Her control. The list of feminine habits that i now have day in and day out is long. When i have time and energy i dress completely and truly embrace my femininity. i throughly enjoy it, and that's the problem.

The raging battle now is complex and simple at the same time. i enjoy it. While there's nothing wrong with that, it simply is a little too much about me - my enjoyment. i can assume that Mistress is happy to see me accept my gurly nature and to share it here. i can assume that i'm making Her happy.

But that is the wrong attitude, that's being a sissy for the wrong reasons. i need to do better at pleasing Her, at making Her truly happy. The next time i session with Mistress i will simply ask what i can do for Her.

After all, it's all about Mistress now.

sissy maid diane

Do not disturb

2011-12-03T12:49:00.001-05:00

Well, i'm getting some Saturday morning chores done, but found a few minutes to browse the net & blog. Here's an interesting image i stumbled onto.

i can just imagine Mistress 'having' me in a hotel room and making me hang this on the door. Maybe the small print at the bottom could read "feminization in progress".

Oh, my!

sissy maid diane

The cage gauge strikes again

2011-11-29T00:58:00.001-05:00

Well, last night i found myself caged again. It was white panty day, and i was wearing a very, very sheer pair of Vanity Fair panties, with lovely lace trim.

Masturbation ensued and so did the picture game. 'Sentenced' to a minimum 4 hours caged, that number grew to 12 while playing the game. Along the way, a normal consequence was coming across a pic or two of Mistress. She is simply everywhere in my sissy pic folder. (She's everywhere period).

So, already caged and trying to limit my lock up time i came across the 2nd picture here, the 'continued harvesting' caption. Well. the cage gauge went off. i still remember Mistress coining that phrase last year. She trained me and She is harvesting me.

Yes, it's awful - She uses me to promote Her business. But the cage gauge never, ever lies. And neither do i. So here it is, the latest of pics that set the gauge off. Just a couple of hours after masturbating, being 'harvested' filled the cage and my pretty Vanity Fair panties were soiled by my leaking clitty.

Sigh....

sissy maid diane

sissy poll results

2011-11-29T00:12:00.002-05:00

Here's another pic from my old blog, from the same 'Thanksgiving day post' last week. i keep stumbling onto this set of pics in my sissy pic folder while i'm playing my silly sissy games. Somehow, these images are more disturbing to me than most of the thousands of femming pics from my considerable collection. This is not a new picture - in fact it's probably about 2 years old. i've long since changed my living room arrangement. What's also changed is my frenetic pace of dressing & posting.

Back then, i was in a state of frenzy for sure. Mistress Cassie had unleashed the 'gurl within'. While She was expertly taking Control, i was out of control. Interestingly, now that i've reached a state of acceptance that She has conquered me, i don't seem as frenetic. So, i can look back & see what transpired. i have many much more revealing pics that i've taken along the way, but these blue cocktail dress pics seem to capture my feminization perfectly while i wasn't showing off my lingerie. Just a gurl in make up, hair done, heels on, feeling - well - feminine. kinda curvy, i think. It's probably a good thing that Mistress has actually reigned me in a bit.

Bcak then, in my original blog, i did quite a few polls. This is the first on this new blog & i didn't announce it. i just put it up there. Here are the results:

What do you like most about my blog?

Unlike so much on the net, it's obvious that this is real	9 (30%)
diane's captions	2 (6%)
diane's captions with Mistress in the photo	2 (6%)
Pictures of diane enfemme	12 (40%)
The variety	2 (6%)
your blog sucks, but I'm here for some reason and voting. Hmmmm	1 (3%)
The feminization aspect	16 (53%)
The cuckold aspect	6 (20%)
The cock cage	7 (23%)

Votes so far: 30
Poll closed

Well, the polls are closed and here are a few of my observations. First, i got only 30 votes in two weeks. i truly thank all those who voted, but way back last year these would be paltry numbers. Sorta like my followers, which numbered over 250 early this year on my old blog. While many have 'refound' me (i average about 500 views a day) not many have taken the time to actually publicly follow.

i think this is a sign of rapidly changing perceptions about what's safe on the Internet. i still don't know why my original blog was disabled - a mystery only solvable by the Masters of the Internet - Google. Free blog, free world, somebody else's rules. Whatever.....

What i found really interesting about these poll results:

1) your blog sucks, but I'm here for some reason and voting. Hmmmm - 1 vote.

i love that! Either somebody appreciates my sense of humor - or, they are totally clueless.
Funny either way (i think).

2) i was expecting the 'variety' choice to get more response. The percentages don't add up because i allowed multiple choices, so only two votes is really surprising to me. i thought i offered quite a bit of variety. :o(

3) 'This is real' got 3rd place - 30%
. i can't read too much into this, because this is my 2nd blog. A lot of the real progression was lost.

4) The seeming lack of interest in my caps. i look at traffic sources and a lot of it is generated by caption interest. Not polling interest i guess.

Ultimately, the number one choice is correct. It's all about the feminization - which is real, as expressed in my posts featuring myself, captions and all of the other variety. :o)

Thank you all for following - and voting!

sissy maid diane

A sissy forever caught in the pink world

2011-11-27T11:24:00.000-05:00

Mistress Cassie has introduced me to the pink world. It's a wondrous place indeed. Wearing lingerie occasionally in secret for years was one thing. But Mistress has taken me to the other side. There's nothing 'occiasional' about my state of feminization now.

All of my femme training has made the difference. The permanent difference. Wearing pink is one thing, living pink is another. Mistress has successfully pulled me into the pink world.

She shows absolutely no inclination to let me out, and i show no inclination to escape. It's all too soft and pretty here.....

sissy maid diane

Happy Thanksgiving from a feminized sissy

2011-11-24T10:58:00.000-05:00

This is one of my favorite photos ever, from a shoot last year. i actually look like i have some Womanly curves. At least i think so.

This is what feminization is all about, and i am thankful to have Mistress Cassie in control.

Happy Thanksgiving everyone!

sissy maid diane

Wednesday's are special

2011-11-20T15:47:00.000-05:00

Here it is Sunday afternoon and i'm already day dreaming about Wednesday. Wednesday is the day of the week that i got my first taste of cuckolding from Mistress Cassie. i was put in the cage by Mistress and in yellow panties by Her lover Blaze.

Wednesdays' yellow panties were the inspiration for Mistress starting Her sissy panty schedule started with Wednesday's yellow for all of Her sissies. Yes, it's a special day and it represents a cage and cuckold day for me. i think i need to show some of my newfound balance here. i'm thinking too much about Wednesday's.

So, i'm going to recognize that day as special every week. Every Wednesday, along with my yellow panties. i'll wear the cage. It will be the one day every week when these three things will come together in a weeklt reminder that i am a trained sissy.

Number1 - i am panty trained. Not only to wear panties 24/7, but which color to wear each day.

Number 2 - That i am caged trained. Not only to cage after each time i masturbate, but cage trained from the beginning by Mistress as She took control. An important symbol of Her control.

Number 3 - That i am Her cuckold.sissy. A training still in progress, started on a Wednesday.

i just love love Tatiana's pretty yellow panties. And this series of pics tells it all.

Here, Her pretty panties on display as She spreads Her legs.. The lovely lace, the lovelier gusset, covering Her Sweet spot. And Her lover, getting ready to enjoy Her breast.

Here, the lover's encroaching hand as he kisses Her.

Here, Her lover covers that lovely gusset. He is denying that lovely view. It has an undeniable element of cuckolding. Denial to the sissy, while he enjoys Her.

Now he's in. i can still see Her panties, but his hand is now inside of them - and i am in my cage, again.

Oh, my!

Yes, Mistress doesn't have any problem with me obsessing about Tatiana and Her panties. Mistress likes the picture game, which i often lose. Sometimes i win, but when Mistress makes me play Her games, i always lose. Mistress always wins. Period.

sissy maid diane

Advanced panty training

2011-11-16T23:03:00.001-05:00

Oh, my! There really is no end to a sissy's training.................

sissy maid diane

A cuckold's dream

2011-11-16T19:00:00.002-05:00

Well, it's Wednesday, yellow cuckold panty day. Last Wednesday i got into all kinds of sissy trouble, culminating in a long weekend of feminization and posting.

i think Wednesday's will always be special because of my first introduction to cuckolding by Mistress Cassie over two years ago on a Wednesday.

And i knew i was struggling when i was looking the the clock last night. Eventually the cage went on at 12:01 a.m Wednesday morning, along with my a fresh pair of yellow panties.

i don't really expect to cage every Wednesday. This is more like a full circle of events that started in motion last Wednesday. But, here i am again, caged without the benefit of masturbation. i must say, the cage goes on much easier without that awful pubic hair interfering.

i must also say that i was perusing some photo's just now from my sissy picture folder. When the above caption appeared, the 'cage gaufge' went off again. True to my promise to post cage gauge moments no matter what the photo, or caption. here it is.

The caption is mine. An expression of why the gauge went off and the cage filled up - quite quickly.Yes, it's another cuckold Wednesday, for a few more hours. We'll see what the rest of the week brings.

sissy maid diane

The pink fuzzy sweater

2011-11-15T18:50:00.000-05:00

On September 28th Mistress Cassie posted about sweater girls. It's all part of Her sissy scavenger hubt game for sissies. Here is my entry.

In Her post She said:

The weather cooled off a bit today, reminding me of soft fuzzy pink sweater girls. How are my sissy girls doing?
10 points for fuzzy sweater girl pictures.

Well i bought a fuzzy pink sweater and it is chilly outside. Now that i'm all shaved and painted properly, i really enjoyed wearing the sweater, the skirt - and all the other gurly things. And, i want that 10 points!

Oh my - its is soft and very fuzzy!

The nylons on freshly shaved legs are so sweet, so feminine. i'm confident that i've cured my laziness problem after squeezing into my skirt, pulling it over my sheer nylons. mmmmm

Sweaters do have a way of showing a gurls figure off. Yes, it's getting colder out, but wearing more, warmer clothes clothes isn't necessarily a bad thing.

More sissy assignments and picture sto come!

sissy maid diane

A sissy shaved (again) and - finally understanding life balance

2011-11-13T18:47:00.000-05:00

i'm obsessive.

i obsess about my career, successfully. i deal with and solve complex problems when i'm at work. When i'm not at work i obsess about and process complex problems that are unresolved or problems i can see coming. i'm a workaholic, an obsessive workaholic.

i'm obsessive. Maybe my condition can be 'cured' by therapy. Well, guess what? Mistress Cassie is my therapist, and She's a great therapist.

Yes, i also obsess about Mistress Cassie and my feminization. i am a Mistress Cassieaholic. That's one too many obsessions. Mistress Cassie understands this better than i do.(Like so many things, She understands).
my goodness - She's absolutely therapeutic!

Mistress has often used the word balance when i get consumed by work. Because when that happens (frequently) i turn to Her for release. Then, She consumes me without breaking a sweat.

Balance.

What i've finally come to understand is that i need both, my work and my Mistress. As i grind away at my career, i have to recognize that i'm good at what i do. The dominant traits that i have , that have been identified in tests like the DISC profile, allow me to be good at what i do. i scored (no surprise to me as a high D. Dominant.

Mistress Cassie has Dominant traits as well. A real Female Dominant. And She's extremely intelligent as well. She's great at what She does, but doesn't let it consume Her. If She let's me be entirely consumed by Her, Her work suffers. If i get totally consumed by Her, my income will be negatively affected. i simply won't be able to afford Her. :o)

So, i've accepted that She has won the feminization and Control war. It was bitterly fought by me, and i don't like to lose - at anything. This is a very, very big defeat, and a huge victory for Her. So now, i HAVE to find balance to survive. Mistress is not going away. There's no new war to wage with Her that i can possibly win.

Mistress Cassie has won. Mistress Cassie always wins.i've hard it from Her numerous times. i'm convinced.................

So, yesterday i was looking at the many pictures i took during the penis gag shoot. my bedroom is a mixture of guy things and gurl things. Last year i altered it to be an entirely Female bedroom. Since then, i've been returning some aspects of it to a guy's bedroom. my closet and all of my dresser drawers are still full of lingerie and Female attire. i may put back a drawer for some guy things (never underwear) and put some ties or belts in my closet. i have to dress as a male during work days. i need to save some time looking for male accessories so that i can divert that time to better, more consistent, Female grooming. Balance.

But, i've got deer mounts on the wall. i hunt deer. Now, some may find this offensive and not very sissy like. It's not perceived a sissy pursuit. It's too manly.

Nonsense!!!!!!

Some Women hunt! Get over it, i did.

Women can do anything a man can do! Often better!

NEWS FLASH - MISTRESS CASSIE NEVER TOLD me THAT i HAD TO REMOVE ALL OF my MALE THINGS FROM my BEDROOM AND MAKE IT A GURL'S ROOM. i DID THAT!

So, if somebody doesn't like the fact that i hunt, go somewhere else on the Web. There's lots of choices out there for the sissy you want to see. i've been hunting for 50 years, it's part of who i am. Mistress has never ever even hinted that i need to give that up. Or many other 'supposedly 'guy' things. (She does make me shave though) :o)

Again:

Women can do anything a man can do!

So, i'm finally figuring it all out. Mistress will correct me if i'm wrong about this for sure.

Today, i shaved (legs, arms, under arms, chest, stomach, pubic hair, all of it)and here are the pictures. Yes, i'm caged again as well. More importantly, and this is critical, i'm beginning to see the light at the end of my own dark tunnel. Mistress can tease and torment me whenever She wants. But i've got to stop tormenting myself.

Now, if real life balance was easy, i'd announce today that i've found it. More nonsense! What i have found is that by accepting Her victory, i can finally see a way to stop tormenting myself. i am finally on the path to life balance. A path provided by Mistress Cassie. i can stop obsessing about being feminized. i'm there - i lost.

It's probably a good thing that i'm not 20 years old and under the Control of Mistress. Maybe i would give up hunting. Maybe She would put me, and keep me, on the path toward sexual reassignment. Breast implants, hormones, surgery. Such is Her power. But She knows that it's too late for that extreme. i'm pushing 60. But She has accomplished something that 3 1/2 years ago i would have thought impossible.

She has made Herself the key to my happiness - finally. Yes, i know, that's a statement an obsessive person would make. Well, that's me.

i'm not quite there yet, but i feel a lot better about my chances of finding some peace and happiness now. i don't have to worry about winning my life time battle against cross dressing. i have lost that battle.

Now i start my new battle. The battle for balance. i don't have to fight this big battle alone. i have the extremely capable Mistress Cassie to help and guide me. withe Her help, i'll balance diane's needs, 'the hunt guy's' needs - and of course, Hers.

One more thing. Mistress Cassie's Hierarchy. Today when i came (and caged) it wasn't Mistress Cassie's image that i was gazing at, it was Tatiana. Tatiana is the latest in a long line of compelling pictures that play a role in Mistress' heirarchy. She can't feminize me every step of the way. Pictures of Women like Tatiana serve a purpose for Her.

Never once has She mentioned a Model that i have been temporarily obsessed with. Why? Because then it would be about Them. Well, today it was about Tatiana when i came, because She was this week's catalyst that led me to cage on Wednesday, yellow panty day. Wednesday, a day of the week made special by Mistress Cassie. Sure i masturbated while looking at Tatiana. But i caged for Mistress, because that's what She's trained me to do.

Next week, i'll probably stumble onto some new exciting pictures and obsess about them for a while. It's all part of Mistress Cassie's hierarchy.

sissy maid diane

pussified - what it means

2011-11-13T14:11:00.000-05:00

i almost came in my panties when Mistress Cassie first informed me that i had been pussified.

It's been a few months, but i remember it well. i had never heard the term, and She had never used it before that night. So, what does it mean for me?

Well, the short story is this: She has trained me, feminized me to be Her sissy. Now, i'm not easily trained or dominated. i actually have tested as having a dominant personality. How did She do it?

With Her Pussy, of course!

i love Pussy! i have been married 3 times and had other LTR's with various Women. None of them pussified me. Why not? Why - because i was a cross dresser, not a sissy. i was in denial about my cross dressing, which was an undeniable part of my nature, of who i am.

The Women in my life all came to find out, to one degree or another, that i dressed. For a number of reasons They didn't grasp what that really meant. Most likely, They couldn't compute my need for lingerie when They thought of me as a man's man. They also were blinded by Society's determination that real men don't wear panties.

So, They missed the boat, missed the mark.

Here's a much shown picture of Wife number 3's skirt. We argued a lot, and after a number of years seperated. She knew i was a CD and hated it. She was controlling, but missed the obvious weapon for controlling me. my obsession with Women's underwear.

The course of my entire life would have been different if this had happened during any of my relationships with Women. If something like this had ever happened:

Woman: "Honey, we had a bad argument last night. Why don't we calmly sit down this evening and discuss our view points and put this problem behind us.

Me: Okay honey, I don't want to argue.

Woman: Before we get started, I went shopping today. I bought two of the prettiest bra and panty sets imaginable. They are both so silky and feminine. I'm wearing one set right now. It's a black see through nylon set that I just love. I know you will too.

Me: (Thinking - I have won again!) Great! I can't wait to see it.

Woman: The other set is also see through nylon - in pink.

Me: Wow! (Getting hard now) I can't wait to see that too. Let's go!

Woman: But that set is not for me, it's for you. Why don't you go upstairs and look on our bed. You'll find your new pink panties and bra waiting for you. Put them on and come back down. Then, we'll have that discussion. Okay, sweetie?

me: (Hesitantly, but hard as a rock now) Yes, Dear..........

Argument over! And - i didn't win.

That's pretty much what Mistress Cassie did from day one in O/our relationship, only much more aggressively at the beginning. She took my weakness and took Control from the beginning. She knew right away what to do and She's an Expert at feminization. An Expert.

i never stood a chance.

The big news and recent awakening all points to this: i finally, finally understand. It all makes sense now. i know what pussified means. That lifetime of denial is over. Only one Woman of the many i've known could make me understand. One Mistress Cassie. She definitely has a Pussy and She has definitely pussified me.

There is a direct line between where i am now and how i got there, Her Pussy. The ramifications are obvious for even a casual occasional reader of this blog.

i've already said it. i love Pussy and i've had my share. But only One could do this to me. Transform me, make me face who i really am. After all these decades, what are the odds that i'll meet a real life Woman who can understand this transformation? Not likely.

So, i'm not going to put the obvious in writing here. This time, it's too important and permanently life changing to put on my blog. i need to hear it from Her. Because it's real and - it's forever.

sissy maid diane

Scheduled for the cock cage

2011-11-13T12:24:00.000-05:00

sissies like for their Mistress to put them on schedules. It's a sissy's dream. Mistress Cassie has a panty color schedule for all of Her many sissies and it's posted on Her blog. Of course i follow it religiously.

most sissies are needy by nature as well. we need schedules, we need attention. Mistress simply doesn't have time nor is inclined to give specific schedules to every sissy in Her stable.

Her way of 'scheduling' works something like what i'm doing today. It's very clever. Today i am, for the first time, scheduled by Mistress Cassie to cage. She did not tell me early Friday morning that i would be caging at 6:30 on Sunday. What She did do, was put in motion a series of events during Friday's session. Those events now have me scheduled. How did She do it?

First, i had to wait until Saturday to get out of my cage. Then, i had to complete the penis gag assignment. Then i had to wait another 24 hours before i could cage again. Also, i had to shave this weekend. She was taking the cage away from me, but because of the timeline and events, essentially She was scheduling a return to the cage..

After i shave and dress this afternoon, i will need to masturbate. She knew this. i will need to enjoy the feel of nylon on my freshly shaved legs. i will need to cum like a gurl, dressed like a gurl, feeling like a gurl - embracing my femininity.

What Mistress didn't say was that i could cum during that forced 24 hour hiatus from the cage. She didn't say i couldn't either. But i've been trained to cum after masturbation. The rare exception was yesterday after the gag assignment. i didn't ask, and i have to assume that the cage denial was another piece of my ongoing training. i can't risk thinking that i can masturbate AGAIN w/o caging.

So, i'm watching the clock. i'll shave shortly & dress. But i need to wait until 6:30 before i can cum. That time for me now is a schedule. i'm planning my day around being shaved and dressed and cumming at 6:30, when my 24 hours is up.

Shazam, i've been cage scheduled. It's really quite ingenious, and it's so Mistress Cassie.

sissy maid diane

The humiliated sissy

2011-11-13T10:07:00.000-05:00

Yes, after yesterday's penis gag post, i ma a humiliated sissy. Before, when i was humiliated, the gag, the cumming, the cage - that's what would have been the humiliating factors.

That was before. That was when i was being trained to be is sissy by Mistress Cassie.This is now, and i am Mistress Cassie's trained sissy.

As i'm beginning to understand now, there is a BIG difference. There is much more to come from Mistress, and i guess it could be viewed as training. More cuckold training for example. But it will all be done on the foundation of my sissification that She has built. Because i am now a trained sissy, Mistress can easily guide me down any path She chooses. Graduate training maybe.

So, importantly, today i am a different kind of humiliated sissy. Why? Because i have been negligent in my feminine hygiene & grooming. It was humiliating showing pictures yesterday of too much hair in the wrong places. It has nothing to do with the gag or the cage or having to document it on my blog. It's not the pictures of me fenminized or shaved that humiliate me now. It's pictures like those with hair. It's also embarrassing, and might give reader's a sense that Mistress isn't in control.

Oh, but Mistress Cassie is very much in control. Now more than ever, as evidenced by my acceptance that i am indeed trained and pussified..While i may have been lazy about my grooming these past several weeks, She accurately pointed out that it was just that, laziness. She knows what i now know. Shaving is a part of who i am, part of the sissy that She has transformed Her way.

Today i will correct that problem and moving forward will adjust my grooming habits and regularly maintain my smooth sissy gurl skin. Instead of occasional shaving i need to shave like Women do, maybe more often since i have more hair than most Women.

The newspaper i used yesterday was to confirm the before and after to satisfy Mistress. The after will be later today with todays paper in the mix.

As my feminization journey continues i will now adjust my day to day habits to a more feminine regimen. It only makes sense and besides - who wants to be humiliated. :o)

sissy maid diane

Accepting pussification and the penis gag

2011-11-12T19:26:00.000-05:00

i haven't shaved in a while. Bad sissy. Mistress Cassie called me lazy, and gave me until Monday to correct the problem. After a couple of days of reflection, the reality is that laziness is exactly what it comes down to. There is no other excuse or reason.

Deep in my subconscious i may have still have been clinging to some hope of escaping Her and feminization. But i've been down that road before and it always leads to the same place. To Mistress Cassie.

i need to shave like a gurl, period. It's an important part of my feminine grooming. We all get lazy from time to time, but i got a little too lazy. Now shaving will be more difficult and i'll maintain my smooth skin much more diligently moving forward.

Meanwhile, now comes the penis gag. It only seems fitting to me that i pay the price for not shaving by doing before and after shoots. This is the penis gaga assignment, which i have completed while too furry. The penis gag assignment was handed out by Mistress on Friday, when She first discovered that i had one. Another little sissy oversight and now that i have been taken to the sissy confessional by Mistress, i'll be more sharing with new purchases. Especially ones like this, which i bought after a simple remark She made after my first full taste of cuckolding some time back.

The assignment: Strap on the penis gag and suck away for 25 minutes, still caged. Then, remove the cage & gag and masturbate. Masturbate onto the gag and reinsert for another 25 minutes. Since i have to post pictures for Mistress, it would have been easier to shave before the assignment. But easier is another form of laziness. Yes, i'll have to dress up twice and apply make up twice, but that's a small price to pay for letting my sissy grooming go. So, i'll be dressing up again for another post as the smooth freshly shaved sissy i should be. A small price to pay.

So, the gag. Never on my radar until after the cuckold training weekend that Mistress laid on me months ago. That weekend i was caged and did 200 minutes sucking on the dildo, and then i got a phone session. i complained that my jaw was sore from so much sucking. Mistress Cassie's quick retort - "It could have been worse. It could have been a penis gag".

That's all it takes these days. A well placed remark from Her. i didn't order one that day, but now it was on my mind & i started looking. i liked what i saw, especially with the strap feature to hold it in place and a bulb to inflate it when in place. It was another 'moth attracted to the flame' scenario.

So, it took a little while, but of course i ordered one. The first time i used it (the day it came some weeks ago) i put it on and masturbated, pretty much gagging as i came. It was something new, and something that i've done every time since when i masturbate. But we're only talking about a few minutes at a time.

Today i had it on for 25 minutes. It's not like a dildo at all. Once the strap is fastened it in place in my mouth. FIXED in my mouth. No in and out like a dildo, and relief. It is almost suffocating, and while not as thick a s the dildo the penis portion is more difficult to deal with. Even uninflated it tends to make me gag after a moment or two. Pumped up, for get it. After i had it on for about 5 minutes and was trying to get accustomed to it, i gave it a couple of pumps. Wow, i just about threw up and immediately let the air out. It made my eyes water.

But once i got used to it, a big wet spot came along on my panties.

So, those 25 minutes were just gaged & sucking and it was a long 25 minutes, i assure you. Once i was done & out of my cage it didn't take long to cum, and it was all over the gag, as instructed. then, back on. The familiar taste of cum being administered in a new way. i took the 25 minute to suck and lick (as best i could) the cum from that persistent gag. That 25 minutes didn't seem to take as long. i was distracted by figuring out how to get my tongue into place that the strap was making difficult. Another familiar taste entered the mix - the taste of my lipstick. The strap was keeping the gag in place, and like a baby with a pacifier, i sucked away, getting all of the cum.

Altogether i took 109 picture. It's difficult to shoot pictures & cum at the same time. :o)

Now, after the assignment it is time to bathe, shave and prepare for another shoot. i won't be allowed access to the cage for 24 hours. Tht will give me time to reflect on this week's happenings. Reflect on the sissy confessional, the gag, the cage, and the fact the i shave like a gurl. A lazy gurl sometimes.

i'll be back, properly groomed with my new lessons learned carved into my brain along with Mistress Cassie's name.

sissy maid diane

Aching for the penis gag

2011-11-12T14:46:00.000-05:00

my neglected make up table will see some action tonight.

Wednesday was when i locked on the cock cage with Tatiana as the catalyst. Even thought it's Saturday - red panty day - i'm going to wear yellow for the penis gag assignment this evening.

Right now i have other commitments, but my clitty is literally aching to get out of the cage. So while a had a few minutes here's what i'm thinking of that's given me a wet spot on my red panties. The cage is leaking and i'm aching for the penis gag and release.

Just a few more hours now.....my protruding cage tells the story of my current state.

sissy maid diane

The cage gauge

2011-11-12T09:58:00.001-05:00

After 3 1/2 days caged and with all that Mistress has given me this week, i still found a few minutes to take a peek at some captions. The cage gauge went off looking at this one.

sissy maid diane

maid diane's sissy blog

The irresistible call of the plastic Pussy

Cock cage overload

Stuck on Brandi and stuck in the cage

A visit to Mistress Cassie's sissy confessional

More sissy infatuation with a video Goddess and more cage time....

A cuckold video worth caging for..........

a sissy stood up

A Valentine Day Tribute to my Mistress Cassie

Happy Valentine's Day - to my reader's

Tag Team Domination

Ruddle report - frilly ruffly pink trimmed sissy panties

Ruffle report - the plastic baby panties

sissy ruffle report

The strapon, the blow job, the Mistress' laughter

More strap on fun

The awful, persistent presence of 'The Ex'

Another guest caption (with some history)

sissy's dinner time

The ring of cocks

A guest caption (i'm impresssed)

sissies earning money for their Mistress

see through panty caption

Double strap on fun

Thawing out the cage

The reluctant sissy

cuckold sissy caption

cock cage on ice

Feeling poorly, but still a submissive

A timely sissy caption

Learning sissy humility, the hard way

Cross dressing delight

sissy strap on fascination

Running for cover

The sissy and the girdle reality

Back to the nail salon

Back to the beauty salon

The 'cage gauge' goes off - again

Slipping into the cock cage

sissy salon day dreaming

sissy gurl girdling

The leaking cock cage

cuckold caption

It's shave and girdle day

Cuckolded by a Porn Star

Pussy denied

Girdle bound sissy

Girdle love

High technology and the future of chastity

The strap on cuckold session from Mistress Cassie

Teasing the sissy

New sissy assignments

Noisy plastic sissy panties

sissy diane - maid to serve Mistress Cassie

New sissy purchases

sissy record keeping - the cage

Caught in the Day of The Week panty trap

Saturday is red sissy panty day

Friday is green sissy panty day

A comment from Mistress Cassie that says it all....

A sissy shaved (again) and - finally understanding life balance

The allure and horror of long term caging

Thursday is sissy pink day

It's Wednesday, yellow panty day and another day of chastity caging

Tuesday's chastity panties and cage

Tuesday's cage gauge.

Chastity caging for Mistress Cassie

Teasing captions

In the end, Sunday is white panty day

Back in black

Black Friday panty and bra set

Being a sissy for the wrong reasons

Do not disturb

The cage gauge strikes again

sissy poll results

What do you like most about my blog?

A sissy forever caught in the pink world

Happy Thanksgiving from a feminized sissy

Wednesday's are special

Advanced panty training