Friday, May 31, 2013

Cuckold caption(s)

Finally, the Wife is going to let Her sissy hubby get some!



Oh, maybe not............


sissy maid diane

Thursday, May 30, 2013

Garter belt of the day pic



my, what a pretty garter belt! Very appealing..............

sissy maid diane

Purple girdle day



When i get the urge to wear a girdle, which is often, i follow a color schedule provided by Mistress Cassie. Today my girdle is purple. Along with stockings, a bra and of course matching panties.

i'm always under Mistress' control, but girdles offer a reminder of that control.

sissy maid diane

Wednesday, May 29, 2013

Cuckold caption


i have had cuckold training from Mistress Cassie. Oh, my!


sissy maid diane

Monday, May 27, 2013

A sissy standing at attention



my goodness! i got hard quick looking at this sissy presentation.

sissy maid diane 

Saturday, May 25, 2013

Moist and pulsating



Reminds me of my beating heart. Late last night i lost at the picture game (again) and sent Mistress an E-mail. Whether She responds or not, a session looms sooner than later.

sissy maid diane


Friday, May 24, 2013

Wavering resistance


i'm in another of those modes where i'm resisting another session with Mistress. There is time and expense involved in the submission to Her. i invariably dress up and She charges for Her phone sissification expertise. i am resisting.

diane, however is wavering badly. There is a draft of an E-mail to Mistress that i'm playing the picture game with. If (when) i end of sending it, a phone session with follow in short order.

Yes, i'm wavering..........

sissy maid diane


Friday, May 17, 2013

A sissy enslaved by Mistress Cassie (caption)



Just a little caption about why it's clear that i've been enslaved by Mistress Cassie.

sissy maid diane

When Mistress goes to the club (caption)


my goodness! What a pretty bed room.

sissy maid diane

Pussy of the day



i just went ahead & caged when i set eyes on this Beauty.  Sigh.....

sissy maid diane

Thursday, May 16, 2013

Wedding day bliss


After the vows a marriage is properly consummated.

sissy maid diane

Breast play GIF


It's so nice to sit here in my bar and breast forms and watch Girls at play.  :o)

sissy maid diane

Tuesday, May 14, 2013

Pussy tease GIF of the day



Oh, my - so wet, so inviting & so unattainable!

sissy maid diane

At risk for more sissy assignments



This will come as no surprise that i am once again trying to resist a phone session with Mistress Cassie. It will only lead to more sissy assignments from Her. i already have two uncompleted assignments. The fruit design panties has no time limit & i'm still trying to find them. Fondling so many panties in so many stores is clearly a good part of the assignment. Wearing them and posting is the other part of the equation.

Then there's the Marilyn Monroe assignment. Unlike the fruit panties, i have what i need to complete that assignment. The only thing missing is to dress - and session.

Dressing in no problem. i can't help but hold out for as long as possible. i am already so feminine, and so under Her spell.

The humorous part of it all is that Mistress has compelled me, told me, to call Her. Of course i complied. Yes. She knows it only takes a word from Her. And i'm sure She finds my resistance laughable.

Sighhhh..........

sissy maid diane

A lovely Woman and fantasy



i would submit to Her strap on......

sissy maid diane

Feeling the urge for a session


Yesterday's Model for an upskirt, today's Model for feeling that familiar urge. The urge to session with Mistress Cassie. There's no escaping it - or Her. It's just a matter of 'tome' now.

Yes, a s i sit here in my own garter belt, stockings and smoothly shaved legs, i know that this sissy gurl needs even more femming and i need my Mistress.

sissy maid diane

Feminine feelings



i learned a long time ago that wearing lingerie feels good. It's cool to the touch, silky and sweet.

It took training from Mistress Cassie to feel something besides the material when i wear lingerie - which is often.

Under Her tutelage, i have learned to feel feminine when wearing lingerie. Well, for that matter, i feel feminine period. There's a big difference between feeling the lingerie and feeling feminine.

Naturally i'd like to look like this Model wearing Her pretty lingerie. That's not going to happen, but thanks to Mistress i have a better understanding of how She feels. And my feminization journey continues........

sissy maid diane

Cock cage pic of the day



my goodness! She has his balls swelled up and She's obviously enjoying it.

sissy maid diane

Girdle of the day pic


i still love my girdles. This was inspirational in sleeping in one last night, along with my bra, nylons and nightie. mmmmmmmmmmmmmmmm......

sissy maid diane

Monday, May 13, 2013

Upskirt of the day


Simply delightful!

sissy maid diane

Saturday, May 11, 2013

Dildo of the day


This is one good looking dildo this Mistress is brandishing. Very nice.

sissy maid diane


Sharing sissy fun with friends



As part of my feminization training, Mistress Cassie has encouraged me to have sissy girlfriends. i'm happy to say that hasn't been a problem, and i have several. Sometimes i communicate with friends via e-mail, or chat. Other times through the comments here on this blog.

Here's a recent comment from my sissy friend ellie:

Yes, we are just two sissies.

Glad you can imagine me in that. i think my man wants me to look like a girl down below. Luckily I have a small clitty and might be able to tuck it into the c string bottom which is made for a real girl. The bra top will look cute too.

i try to fill the feminine role in my new relationship in every respect. i do a lot of housework. i iron his clothes. That kind of thing. And do his laundry.

i dress like a girl as much as possible.

And of course in the bedroom, i suck cock like a girl. Usually on my knees. i entertain Him in lipstick, lingerie and fuck-me heels.

Please let me know if there is anything you want, sister sissy.

hugs,

sissy slut ellie


Good job ellie!

sissy maid diane

Panty pic of the day



What a lovely presentation!

sissy maid diane

Thursday, May 9, 2013

Pretty lesbian action



If i'm veer with a Woman again (doubtful), it would be as a lesbian.

sissy maid diane

A sissy gets plugged and caged


Not to mention some high heel worship.....................

sissy maid diane

Strap on GIF of the day


More Mistress to sissy action.

sissy maid diane

Vulnerable sissy



Speaking from experience, i am a vulnerable sissy. Yes, always vulnerable to further femininzation by Mistress.

This picture shows another vulnerable sissy.

sissy maid diane

Lesbian action - and envy



Wow, i'd like to part of this action - as a sissy gurl of course!

sissy maid diane

Crossdresser party



There's a LOT going on here - and it's all good!

sissy maid diane

sissy blow job GIF


How sweet that the sissy gets to dress, suck cock and wear a cage.  Nice.

sissy maid diane

Wednesday, May 8, 2013

Feminization GIF of the day (Part 2)



My goodness! Same Mistress, same sissy and even more femming. This Mistress is really giving Her sissy the business.

sissy maid diane

Feminization GIF of the day


Lucky sissy...........

sissy maid diane

Tuesday, May 7, 2013

Moist panties



It's always a pleasure to see the results of a Woman's arousal. Hopefully, She's thinking about Her Dominant  Gender. i like the matching french nail color.

sissy maid diane

Planting the strap on deep


The deeper the strapon is planted, so so deepens the sissy's dependence on Mistress.

sissy maid diane

Facesitting pic of the day



Such pretty panties!

sissy maid diane

sissIes at play



Now this looks like a good time!

sissy maid diane