That's A Good Girl Sissy

Show my boss how much you love his cock.  Prove to him how much you want him to fuck me with it.

Preparing The New Girl

There was always another sissy being added to the stable of Mr. Mrs. Carrington.  The rich couple took pleasure in taking innocent young boys and turning them into their sissy maids.  One of the jobs of the experienced sissies was to help with the development of the new girls.  Candy and Mindy could tell already that this one was going to be special.

Remember I Said I Liked Baseball?

Here's another sissy that seems to like baseball as well - a lot.

They Feel So Real

The co-workers my wife brought home to see my new breasts were amazed how lifelike they felt.  They couldn't believe I was once a male.

Bad Sissy!

You clean that mess off of your stockings right now!  I warned you about spilling your little bit of juice!  That will be an extra month in chastity young lady!

Sissies Just Don't Understand

When sissies witness their wives being fucked by big, fat, hard cocks, and see the expressions on their faces, we wrongly interpret what we see as pain.  But it isn't.  Not at all.  The problem is that we've never seen such expressions on their faces when we fuck them.  And that is simply because we never touch them in the places that cause such exquisite visions of pleasure.  And we'll never understand either, because we'll never be the reason they feel that good.

Sissy Foreplay

Soon she'll be on her knees between her wife's thighs tasting her freshly fucked pussy.  But first things first.

Too Sissy?

Or not sissy enough?

How Cute!

Sissy Loves Her Beautiful Pearl Necklace

But what she longs for is the pearl necklace she is working for at the moment.

More Effective Than A Blowjob

When your wife is being fucked by a man, and she watches you the entire time, her look of ecstasy is enough, all alone, to send your clitty over the edge.

She Won't Always Use The Gag

Soon her feminized husband will relish the feeling of her sissy cunt being filled with a cock, fake or otherwise, and she'll mew and beg for it.  But for now, in the beginning, it's best to use the ball gag so that her sissy doesn't disturb the neighbors when she's being broken in.

Which One Is The Sissy?

I Just Knew You'd Make A Pretty Girl

You like how you've turned out too, don't you?  And these will continue to grow.

My Wife Was Right

This really was a better way to masturbate.  I love my little sissy clit.

The Contrast Is Stark!

I'm not talking about their skin color.  I'm talking about the size of his cock and my clitty.  No wonder she loves fucking him.

What Do Sissies At The Vera Wang Institute For Male Modification, a/k/a "Sissy School," Do On Friday Nights?

They always find some way to kill time.

Too Sissy?

Or not sissy enough?

The Ultimate?

Worshiping my wife's feet while pleasing her boyfriend at the same time.  Perhaps.

Have I Mentioned My Crush On Betty Draper?

This Image Is Simply Scary To A Sissy

I Know That Look

Some lucky man at this party is coming home with my wife and me, and I'll be sleeping in the guest room.

I Am So In Love With Betty Draper!

Seriously!  If I could be a woman in the 50's, and look like Betty Draper, I would be such a happy sissy.

There She Goes - Again

Upstairs to our bedroom where a man waits to provide her the pleasure she deserves.

Uh, Hi Mom....

Leeanne and her wife were engaging in a little bondage play.  Her wife left her tied up like this while she ran a few errands.  When Leeanne heard the front door to their home open and the voice who called out was her mother, she realized that there was going to be some explaining to do.

The Sissy Humiliation Of The Gallows

In the old days, these historic gallows were used to display, and then punish, the members of society who were held out as those needing to be made an example of.  Nowadays though, in this historic town where everyone knows everyone, this is where the women display their recently feminized husbands so that the entire community will know that they are no longer to be viewed as men, as if they ever really were.

Does Your Husband Make You Feel Like This?

Are you kidding?  That sissy?!  Of course not!  That's what you're for.

Which One Is The Sissy?

Mmmmmm....Delicious!

I Don't Care What Anyone Says

That's talent!

She Couldn't Wait

Sometimes, when my wife returns home from a date, she can't wait for us to get in bed for me to suck her pussy clean.  She just has to have me the moment she enters our home.

Her

I want to be her.

Sissy Appreciation Sex # 124 - For alex

alex has an interesting blog, "Act and Erotic Photos by alex," and I have to agree that the photos are quite erotic.  You should check it out.  I am happy that alex enjoys my blog enough to follow me.  And so, alex, here is just a little show of sissy appreciation hon.

Thank you alex!  Very much!

Sissy Girl Scouts

Once the Supreme Court ruled that girls had to be allowed to play on men's football teams, it wasn't long before the Girl Scouts were forced to establish a special chapter for sissies.

Of course, they were differentiated from traditional Girl Scouts by their uniquely designed uniforms.  Note the very stylish, yet functional, kneepads the Sissy Girl Scouts incorporated as part of their uniform?  I hope I do not need to explain their function.

Hypnotized? Mesmerized? Feminized?

Call it what you want, but this sissy belongs to her.

These Sissies Thought Their Training Was Complete Before The Auction

But the man who bought them had higher expectations of the two sissies he'd paid a handsome price for.  And they were beginning to understand the serious rigors he intended to put them through before renting them out to parties.

Two Schools Of Thought For Training Sissies

One school of thought relies heavily upon discipline, never sparing the rod.  Another school of thought believes the best way to bring along a budding sissy is positive reinforcement.  This Mistress utilizes the best of both methods.  Standing by with her whip, in case the sissy-in-training does not respond appropriately to positive reinforcement, is Mistress's most recently broken sissy.

The sissy with the whip is already pulling against the new sissy, upset that she is getting all of Mistress's kisses.

A Sissy Learns To Love Fucking

"Understand what I was saying now sissy?  When someone is fucked correctly, it feels wonderful.  That's why this is the only kind of fucking you'll experience anymore.  Because your little clitty just doesn't do it for me."

I May Be A Sissy

But I love baseball.  Don't you just love my uniform?

The New Girl Was Acting Just A Little Bit Too Uppity About Her New Body

This sort of thing happened from time to time at the Vera Wang Institute for Male Modification, a/k/a "Sissy School," and although the instructors told the students not to take matters into their own hands, informally everyone knew this was the most effective way to bring a haughty sissy down a notch or two.

Sissy Post-Graduate Training

The Vera Wang Institute for Male Modification, a/k/a "Sissy School," offers two post-graduate training sessions, especially designed for sissies who are going to have to earn their own living, rather than solely serve either a Mistress or Master, who would provide them room and board.  The competition is fierce for the sissies to be selected for Stewardess training.

They get to travel the world and there are, ah, many fringe benefits.  The rest must attend the Nursing school, where there are also some benefits for the sissies lucky enough to be noticed by a rich doctor.

Of course, even the Nursing sissies are taught special skills that assist them in their endeavors.

Sissy Appreciation Sex # 123 - For Lola Mahou

Lola Mahou is a pansexual transvestite who wants to explore the more feminine side of herself and share it with the world.  She has two blogs that she maintains, one she calls her "clean blog," called "The Life of Lola," and another she calls her "kinky blog," called, appropriately, "Kinky Lola."  Does this evoke the obvious reference to the song "Lola," by the Kinks, for others as it does for me?  Give it a listen, as it is a song about a transvestite.  Given that Lola Mahou appears to be from the United Kingdom, she certainly gets it.  So, enough of this chatter.  What Lola wants I know is a proper thank you for following my sissy blog.  And Lola gets what Lola wants.

 I hope Lola is pleased to have shared that nice cock with me.  There really isn't anything like two sissies sharing a juicy cock.  Don't you agree sweet Lola dear?  Thanks!