This Was Supposed To Be Soccer Practice

But as usual, Sissy Kaaren continued her ongoing effort to corrupt Sissy Leeanne, and all of the other sissies couldn't resist watching.  Someone is going to get a spanking.  As if that is going to change her behavior.  Sissy Leeanne's problem was that she just liked to please.  What else could she do?

Do You Remember The Pink Bike You Rode When You Were Just A Little Girl Sissy?

You know?  The one that had the pretty multi-colored plastic tassels that were stuck into the ends of the handlebars?  And blew in the wind as you rode down the street?  This is kind of like that.  Only you're not the one holding onto the handlebars.

Blowjobs Illustrated For Sissies - # 32

While it may be true that you would suck your wife's boyfriend's cock voluntarily, sometimes he wants to take ultimate control.  Nothing wrong with that.

Sissy Learned To Take Dicktation On Her First Day On Her New Job

Blind Taste Test

Who is it sissy?  My boss?  Your boss?  My brother?  Your brother?  One of your golfing buddies?  Think carefully sweetie.  Get it wrong and your chastity cage stays on another month.

Things Sissies Say

Source: Hike Up Your Skirt For Me

Sissy's Life Is About To Change

Source: Bizarre-Devotee

What I Love

When my cheerleader has been well fucked, and her pussy is covered with a man's cum, and she is spent from how hard he's fucked her, I love coming in to clean her and massage her sweet pussy with my soft sissy tongue.  And I know she appreciates it too.

Meow!

Of Course, It Was Kaaren's Idea

The First Annual Vera Wang Institute for Male Modification, a/k/a "Sissy School," Sissy Car Wash.  We raised lot of money for our favorite charity - The Senior Class Panty Fund.  And the high heels?  My idea!

By George! I Think Sissy's Got It!

Blowjobs Illustrated For Sissies - # 31

Do this for an hour.  Or as long as he can stand it.  Or until he cums all over your face.

Too Sissy?

Or not sissy enough?

Things Sissies Say

Source - Cum and Confess Tumblr

Sissy's Wife Told Her She Had One Goal

To eventually take this entire cock inside of her.  She was getting closer everyday.

"What Do You Think Sissy? Will Our Son Grow Up To Have A Big Cock Like Tyrone?"

Too Pretty To Cage

Is He? Or Isn't He?

Wearing panties?  Yet?

This

Sometimes the simple act of clipping my stocking to a garter clip is enough to get me hard.

Things Sissies Say

Source: One Daddy/Still Looking For One Baby Girl

Sissy Is In Position. But Is She Ready?

Sorry. Occupied Sissy.

"It Feels Like That Sissy! Only Better Because It Ends With A Load Of Hot Cum."

Showing Her Sissy How Good A Big Cock Feels

Sissy's Wife Had Never Looked More Beautiful Than When She Was Carrying Her Boyfriend's Baby

And she had never loved you more than when she saw the worship in your eyes.

Blowjobs Illustrated for Sissies - # 30

Start at the very beginning.  It's a very good place to start.  Then, inch by lovely inch, enjoy.

Tell The Truth Sissies. When She Has Let You Stick Your Little Thing Inside Of Her, Has She Ever Looked At You Like This?

There Is Just Something About The Touch Of A Man's Fingers On My Sissy Clit

Turns Out She Does

For years sissy's wife didn't seem interested in sucking cock.  And yet, here she was, sucking like a pornstar.  Later she told you she'd never been properly motivated before.

Things Sissies Say

Checking In

"Yes!  He is very big sissy!  Very, very big.  I'm watching him undress now.  It won't be much longer.  He loves the lingerie you bought for me too!  Have to go soon.  I'll tell you all about it later.  While you clean me.  Kiss kiss sweetie."

"Of Course I'm Still Fucking Him Sissy! What Did You Think Would Happen Once I Experienced His Big Black Cock? And Yes! I Do Still Expect You To Clean His Cum Out Of My Pussy! Now Get Ready To Lick!"

Perfection? You'll Get No Argument From Me.

Do You Understand Now?

My wife had been trying to explain to me why she needed a black cock.  Now, as she pleasured her co-worker's cock, she asked me if I finally understood why she felt the way she did.

And yes, I do get it now.

Blowjobs Illustrated For Sissies - #29

Sometimes, just show your wife's man know how much you cherish what he provides to her.

Sissy's Wife Told Her It Would Be Like Nothing She'd Ever Experienced

But being told that, and actually experiencing it, were two entirely different things.

The First Time

Sissy Leeanne still remembered the first time she met Sissy Kaaren.  Sure, she'd noticed her in the classes they shared in common during their first semester at the Vera Wang Institute for Male Modification, a/k/a "Sissy School," and admired the confidence Kaaren demonstrated as they underwent their initial transformation according to their respective wives' instructions.  But Sissy Leeanne was shy, and never thought the sexy Sissy Kaaren even noticed her.  But then, one night while studying late in the library, reading about cocksucking theory, Sissy Kaaren approached her, and soon Sissy Leeanne found herself under Sissy Kaaren's spell in the remote stacks of the library.  And what a spell it was!

"If You Think You Like My Finger In There Sissy?"

"Just wait until my boyfriend slides his cock inside you."

Hazing A First Year Sissy At The Vera Wang Institute for Male Modification - a/k/a "Sissy School"

"Kaaren!  Stop it!  You're going to make her wet her panties!"

"Oh quiet Leeanne!  Don't be such a goody two-shoes.  Help me tickle her."

"But I really don't think she likes it Kaaren.  We'll get in trouble!"

"You mean we might get spanked?  So what are you waiting for Leeanne?  Help me!"

"Welll, if you put it that way, okay!"

The Sissy's Dilemma - Where To Begin

Blowjobs Illustrated For Sissies - # 28

Every now and then, let the man control the action.  Don't worry.  You'll still get the sperm.

The Gauntlet

This is a traditional event for sissies at the Vera Wang Institute for Male Modification, a/k/a "Sissy School," where first year sissies have to crawl through a line of second years sissies.  Aptly named.

My Latest Fantasy

I haven't shared this with my cheerleader yet.  I'm not sure how she would take it.  And I'm not sure if I want to risk it.  But I can't get these images out of my head.

Who am I kidding?  I want to see her filled by a huge, black cock.  I want it for her.  So badly!  I know she'll love it!  Just like every other woman who takes the plunge.

Sissy Always Prefers Her Cocks Flavored - Naturally, Or Otherwise