Thursday, June 27, 2013

The wedding day


This is a recipe for a successful marriage.

sissy maid diane

Wednesday, June 26, 2013

Strap on milking



Double the pleasure....

sissy maid diane

Hog tied and pegged



My goodness! This Lady sure knows how to take care of business with Her vulnerable subbie.

sissy maid diane

Can't hide Their strap on excitment


These Women have Their strapon's ready & at attention.

sissy maid diane

Tuesday, June 25, 2013

A dildo strapped on & a sissy caged



Now, this is an interesting combination. Perhaps his Mistress wants to get fucked and has no other option available. Oh, my!

sissy maid diane

The transluscent strap on



First i was mesmerized by Her strap on, then i noticed the erect nipple. This is one excited Female pictured. And there's one excited sissy here.

sissy maid diane

Animated feminization





my feminization is real, but sometimes a little anime is call for.............

sissy maid diane

Avoiding politics and Religion, sort of.........



i apologize in advance. i try to avoid subjects like politics and religion here. There are many sites dedicated to both.  But, this photo was beautiful to me, even though it's probably been Photoshopped. It's the thought that counts. Male submission does, after all, transcend all.

sissy maid diane

Pegged and enslaved by the strap on



i like the word 'pegged', especially when it's used to describe a submissive male getting the strap on from a Dominant Female. This slave is surely getting pegged.

Being enslaved to Mistress Cassie could be described a being pegged. She has sessioned me numerous times describing Her strap on and my feminization.

Oh, what i would give for a chance to submit to Mistress' strap on in person. Maybe i'll beg for it in my next session with Mistress. This photo certainly looks very, very appealing.

:o)

sissy maid diane

Feminization inspiration



Once i longed to be with Her, now i long to be like Her..................

sissy maid diane

Panty POV



And a lovely view it is!

sissy maid diane

Driven to the plastic pussy



This photo drove me to the plastic pussy & caging today. It's a retro look and takes me back to a time when i was privileged (from time to time) to see such lovely lovely lingerie. The big differences between now & then:

1) i didn't fully appreciate the Women that adorned such delightful items
2) i didn't fully appreciate what it felt like to wear these type items - the real Female feelings i now have
3) Last but not least, back then i was free to pursue intimacy with such lovelies. Now, like today, i am relegated to the plastic pussy. As a reward for accepting my fate, a also get to adorn a locked cock cage.

Oh, my! Being enslaved and feminized by Mistress Cassie, it's a real world of plastic Domination....

sissy maid diane

Dominant Women entertained



In my opinion, Women rule the world. Specifically, Mistress Cassie rules mine. Along with the weight of the world on Their shoulders, Dominant Women need some entertainment.

sissy maid diane

Strap on delight



Lucky sissy....

sissy maid diane

Femdom pic of the day


The breast suction is delightful.

sissy maid diane

Sunday, June 23, 2013

Tag teaming the sissy


Tag teamed and machined!

sissy maid diane

Supervised cock sucking

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Girdle inspiration


i found this photo to be inspiration to put on my white OBG this morning.....

sissy maid diane

Saturday, June 22, 2013

The essence of forced feminization


The essence of forced feminization by Mistress Cassie. Sucking cock is a required fubction.

sissy maid diane

Plastic pussy pic of the day


This lucky boi gets in person time with Mistress and the plastic pussy. i get online & phone training, and beg for my plastic. And love it so.

sissy maid diane

Cock of the day

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Conditioned to love the Fleshlight



When i sessioned with Mistress Cassie last week, i had another powerful orgasm in the fleshlight. She reminded me that i'd never feel real Pussy ever again. i am relegated to the world of plastic. A plastic pussy, then the plastic cage. i've been conditioned to not only accept the plastic, but to obsess about it. Their are two Pussies that concern me now, Mistress' Pussy-


And, of course the fleshlight, which i love and long for..........now more than real Pussy.

Oh, my goodness!

sissy maid diane

High heel training



And some dildo and cage training. Oh, my!

sissy maid diane

Tuesday, June 18, 2013

sissy maid at work


A sissy maid has many duties. House cleaning, making and serving meals and drinks. Attending to Mistress. And, of course, attending to male guests. Oh, my!

sissy maid diane

Upskirt of the day


Whether it's in deference to Mistress or to a male, a sissy needs to be accomplished at being on her knees. A position of servitude.....

sissy maid diane

Saturday, June 8, 2013

Friday, June 7, 2013

Orgasmic strap on - a caption series


Inviting the sissy to participate in Her orgasm.


Warming up the sissy.


Warming Herself up.


Using Her sissy to attain a powerful orgasm - and.......

Leading this sissy to masturbation & the cock cage.

sissy maid diane

Perfect breasts



The perfect breasts and a perfect approach on how to handle a sissy.



O, my!

sissy maid diane