Monday, September 28, 2015

How Does The Saying Go?

Don't judge a book by its cover?  Uh huh.

The Secretarial Pool

Sissy may not have been the fastest typing secretary at the law firm.  However, her boss liked how she was willing to dress according to his tastes, and he swore she took the best dictation of any secretary he’d ever had.

Sunday, September 27, 2015

The Shopping Trip

Sissy’s instructions from her Mistress were clear.  She was to try on all of her purchases in the store, but not to wear any of them home.  So despite being laden down with the results of her busy shopping trip, sissy returned home dressed just as her Mistress sent her out that morning.

Friday, September 25, 2015

It's A Tough Job. But Somebody Has To Do It.

Sissy’s wife said she was working late.  More like workin’ it late.

Sissy Party Games

Long before the popular game, "Cornhole," was invented, partiers entertained themselves with this parlor game that made use of the sissy assigned to service the guests.

Thursday, September 24, 2015

Daily Inspection

Sissy undergoes a rigorous daily inspection routine.  And lest you think such inspections are limited to whether the floors are spotless or the beds are made just so, think again.

Enchantment

Since her wife's complete feminization of sissy, sissy spends hours each day looking at her image in the full wall mirror her wife had installed in sissy's new bedroom where she stays when her wife has lovers over to spend the night.  She is utterly mesmerized by the lovely creature she has become.

Wednesday, September 23, 2015

Heels Are Really Spurs For Women


Sissy's New Life Role Explained In Abstraction

Sissy’s wife, expecting her black baby, decides to show her deep and abiding love for her sissy.  After all, sissy will nurse and raise the baby.  She should understand how it feels to have a cock inside of her sissy pussy so she understands that special feeling women are born for.

Saturday, September 19, 2015

The Look Of Love

As my wife is pounded by her first big black cock, she maintains eye contact with me, letting me know how much she loves me for arranging it for her.

Friday, September 18, 2015

Face Fucking Sissy Done Right


All In The Family

Sissy’s wife had four brothers, none of whom was particularly pleased with their sister’s choice for a husband.  But now, after the first year of marriage and full time feminization, the brothers have begun to see things differently.  Especially during their regular Friday evening visits to help with the sweet sissy’s training.  The mask?  So sissy can carry on with the fiction of not really “knowing” she is training on her wife’s brothers.  

Thursday, September 17, 2015

Follow The Leader

It was a game sissy’s wife’s boyfriend loved playing.  And he would play it anywhere and anytime.  Sissy had gotten better at the game, although it was hard on her knees when he did it by the pool.

Supply and Demand

I completely understand why the Cream Pies cost the most. It’s a no brainer.

Wednesday, September 16, 2015

Loading The Minivan

Sissy’s wife insisted that sissy always bend using proper posture.  And by proper posture, she meant the way she expected her sissy to bend when sucking cock.

Sissy Football Player

What position does she play?  Spread wide receiver, of course.

Sissy Dance Class

You could never tell by looking at them now, but during the first few weeks of the daily exercise classes all budding sissies had to attend when admitted to The Vera Wang Institute for Male Modification, a/k/a “Sissy School,” most of these sissies were just not into the dance routines being taught.

Monday, September 14, 2015

Sunday, September 13, 2015

Sucking

Sissy was so well trained by her wife in the art of sucking cock that it seemed no matter what she placed between her lips, she did it in the most provocative way possible.

Wednesday, September 9, 2015

Fulfillment

I know my wife loves this moment, and no doubt her lovers do as well, but this gets me going soooo much when I see a huge cock slowly open her and fill her, knowing soon he’ll be pumping his cum inside of her as she moans and pleads for more, and that then I’ll be down there licking and cleaning his seed from her freshly fucked and oh so satisfied pussy.

But Not Really


Friday, September 4, 2015

Tennis Anyone?

Well, sure, the matches weren’t as competitive when the sissy contestants dressed like this.  But for their wives and guests, they were so much more entertaining.

Video Chat

Sometimes? When her sissy husband can’t be with her?  Sissy’s wife will get her lover to video call with her sissy while she sucks his cock, so she can watch how much she loves pleasing her Real Man.

Is There Anything Sweeter Than This?