sissy diane, serving Mistress Cassie since 2008. Poor little diane, a lifetime cross dresser - now a sissy bride, CAUGHT in Mistress Cassie's feminization trap. Slowly but surely being transformed into a Female. While Mistress freely and actively pursues Her sex life, diane gets constant plastic pussy, dildo and cock cage training from Mistress. Teased, tormented, cuckolded, that's this sissy's new life. Oh yes, - it's all about Mistress Cassie now - there is simply no escape....EVER! Oh my!
Wednesday, August 1, 2012
Saturday, July 28, 2012
Back in the pink
Well, i'm back. i couldn't take it any more. Here's the e-mail i sent Mistress on Wednesday:
Hello Mistress,
i am sorry for the delay i getting this done for You. i see that Your computer is back in order. :o)
i have returned to blogging and You will see a return to normal for diane soon. A return to Mistress Cassie.
On the sissy confessional side, i have not shaved since March. i know now being a smooth shaved sissy is the first step towards my return to the fold. i also know very well to be careful what i wish for.
Nevertheless, i feel the need for a little Mistress Cassie 'urging'. Perhaps a little note on my blog or Yours about shaving and shooting. As i'm sure You know, the pussification domino's would quickly fall in place.
Yours,
sissy diane
Her reply was quick to come & She posted on both Her blog & mine.
It was time for my well overdue bubble bath & shave:
it was time for pink nail polish:
And pink lipstick:
And oh my goodness - why do i ever deny myself the absolute pleasure of nylons on freshly shaved legs??!!
It so gurl - it's heavenly!
Naturally since pink is today's theme, i'm wearing sheer pink panties, half slip, cami & heels.
Close by my sissy toys:
The cage that Mistress put me in so long ago during that first session with Her. That cage that i've since spent so many hours in. That big dildo that i've spent so many hours sucking. And my newest toy, the plastic pussy.
i've been inside it of course, but no orgasm as yet. i'll save that for Mistress. Mistress left a comment when i first posted about this wonderful slice of plastic:
Here's part of what She had to say:
you are the pussy now diane. you are pussified. a plastic toy will remind you that. This plastic pussy is the closest thing to a real pussy you will get now. you are My girly girl sissy slut.
Well said Mistress!
i dream today of having a pussy:
Yes, my sissy toys are sweet playthings for me. For Mistress they are sissy training devices. i'm sure She'll know what to do with this new device, especially since She now knows how attached i've become to my pussy.
There's something else Mistress Cassie knows. She knows that even after delays like this most recent one, that i will always come back to Her.
Yes, i'm back where i belong. Shaved, dressed, feminized. Property of Mistress Cassie.
Let the pussification domino's fall............
sissy maid diane
Thursday, July 26, 2012
Sissy Salon for sissy phone sex and sissy training: to sissy maid diane
Sissy Salon for sissy phone sex and sissy training: to sissy maid diane: It's time for a bubble bath and a shave, diane, it's time for some pink nail polish and lipstick, sissy. and the rest w...
Monday, July 16, 2012
Panty hypnosis
No news break here - i love panties! And - i'm still 100% panty trained. i don't even own any boy underpants - yuck!!
i was working (browsing the net) on a panty caption today and came across this panty hypnosis video. Mistress Cassie is a sissy hypnosis Expert. i am a poster sissy for how effective hypnosis can be. So, given my experience of being hypnotized by Mistress, i was naturally drawn to this & listened for several minutes. i like the way they slip in 'sissy' once in a while. :o)
http://www.xvideos.com/video1433193/panty_hypno
sissy maid diane
Saturday, July 14, 2012
The (inescapable) lure of silky legs
Obviously i haven't been posting much these past few months. i'm going through a tough stretch, but this is an up beat blog. i'm not going into the details of life's trials and tribulations here.
It will probably come as no surprise to readers that i haven't been doing my feminine shaving since my last picture posy - in February. Since my training by Mistress Cassie started, here have been a couple of stretches when i got lazy in the past, but never anything this long.
i think it's just a matter of time before that situation gets addressed. i'm really beginning to miss the feel of nylons on freshly shaved legs.
Mistress Cassie could, of course, correct this untidy mess with a simple comment or command. But She is remarkably patient and aware that i am going nowhere. Mistress knows that She has set Her feminization hook deep into me. She knows that i have spent too many hours listening to Her hypnotic voice as She has trained me and made me Her property.
While i may stray a bit here and there, ultimately i will return to Her, and to my feminized state. It's just a matter of time.
i can never escape Her or the need for Her training. And, i can never escape my love of nylons and the way they look and feel on shaved legs. Monica's pose below is still one of my all time fav of pictures of nylon clad legs. Very influential.
She was the inspiration for a shoot when i was really dressed up. Nylons feel so good under a skirt!
Nylons are also so, so delicious when worn with a slip. Mmmmm - nylon on nylon.
Of course no sissy maid outfit would be complete without nylons..............
Whether feeling very feminine in pink -
Or feeling naughty -
Nylons are a critically important part of a sissy gurl's wardrobe.
Fastening garters is a very feminine and fun part of dressing in nylons.
High heels help show off a gurls legs. Nylons are the perfect compliment.
And for those special moments, like when wearing my 'i belong to Mistress Cassie' panties or wearing my cage (or both!), nylons are the perfect reminder that i do indeed belong to Mistress.
i also need to return to my previous state of feminization, starting with proper feminine hygiene. Only then can Mistress continue Her training.......
sissy maid diane
It will probably come as no surprise to readers that i haven't been doing my feminine shaving since my last picture posy - in February. Since my training by Mistress Cassie started, here have been a couple of stretches when i got lazy in the past, but never anything this long.
i think it's just a matter of time before that situation gets addressed. i'm really beginning to miss the feel of nylons on freshly shaved legs.
Mistress Cassie could, of course, correct this untidy mess with a simple comment or command. But She is remarkably patient and aware that i am going nowhere. Mistress knows that She has set Her feminization hook deep into me. She knows that i have spent too many hours listening to Her hypnotic voice as She has trained me and made me Her property.
While i may stray a bit here and there, ultimately i will return to Her, and to my feminized state. It's just a matter of time.
i can never escape Her or the need for Her training. And, i can never escape my love of nylons and the way they look and feel on shaved legs. Monica's pose below is still one of my all time fav of pictures of nylon clad legs. Very influential.
She was the inspiration for a shoot when i was really dressed up. Nylons feel so good under a skirt!
Nylons are also so, so delicious when worn with a slip. Mmmmm - nylon on nylon.
Of course no sissy maid outfit would be complete without nylons..............
Whether feeling very feminine in pink -
Or feeling naughty -
Nylons are a critically important part of a sissy gurl's wardrobe.
Fastening garters is a very feminine and fun part of dressing in nylons.
High heels help show off a gurls legs. Nylons are the perfect compliment.
And for those special moments, like when wearing my 'i belong to Mistress Cassie' panties or wearing my cage (or both!), nylons are the perfect reminder that i do indeed belong to Mistress.
i also need to return to my previous state of feminization, starting with proper feminine hygiene. Only then can Mistress continue Her training.......
sissy maid diane
Thursday, June 28, 2012
Joining the slave registry
Yes, i am the Property of Mistress Cassie. CERTIFIED @ http://www.slaveregister.com/517-184-443
sissy maid diane
sissy maid diane
Wednesday, March 14, 2012
Thawing out the cage & warming up for Mistress
There's no escaping the lure of the cage. i have taken it from the freezer, thawed it out and i'm wearing it without the benefit of masturbation. i'm once again in chastity, caged chastity. i have only masturbated once since February 24, and that was 11 days ago, on March 3.
After my last post Mistress Cassie left this comment:
hello diane,
you know I am going to tell you what I told you 4 years ago. ' be careful what you wish for '
Since then i have basically been cowering, in fear of the implications of a 'plastic Pussy' session with Mistress.
This pretty much says it all, perfectly summing up my current state:
you are the pussy now diane. you are pussified. a plastic toy will remind you that. this plastic pussy is the closest thing to a real pussy you will get now. you are My girly girl sissy slut.
Yes, more proof that i belong to Mistress Cassie.
So, the time draws near now, as my resistance is running very low and it's time to face the music - and Mistress. i will stay in the cage until i can't take it any more, then i will submit - to this Pussy:
Soon, very soon.
sissy maid diane
Wednesday, March 7, 2012
The irresistible call of the plastic Pussy
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.
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
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
Sunday, February 26, 2012
Cock cage overload
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
Friday, February 24, 2012
Stuck on Brandi and stuck in the cage
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
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
Wednesday, February 22, 2012
A visit to Mistress Cassie's sissy confessional
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.
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
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
Tuesday, February 21, 2012
More sissy infatuation with a video Goddess and more cage time....
This summary is not available. Please
click here to view the post.
Monday, February 20, 2012
A cuckold video worth caging for..........
This summary is not available. Please
click here to view the post.
Sunday, February 19, 2012
a sissy stood up
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
Tuesday, February 14, 2012
A Valentine Day Tribute to my Mistress Cassie
"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.
sissy maid diane
Subscribe to:
Posts (Atom)






























































I am also going to remind you what I tell ALL of my callers, ' I will take you deeper and deeper, and there is no way out '
you are a very good sissy, and I am pleased that you love Me and always do your best to be a good girl.
you are the pussy now diane. you are pussified. a plastic toy will remind you that. this plastic pussy is the closest thing to a real pussy you will get now. you are My girly girl sissy slut. you may call Me tonight, for a session with your new toy, however, there is no guarantee that you will be allowed to cum. you must earn it.
talk to you soon,
Mistress Cassie