CoverGirl

The next day at college, you were the most popular guy in class.  What was it like to have a real Shemale Mommy? Did she really breastfeed you?  What did her milk taste like?
 

Date night

Gf wants to watch...

Sniper Mommy

Shemales?!

Date night

It was still oozing

Dinner Time 2

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cummy kisses

Imagine telling your girlfriend about what you get up to with Shemale Mommy and she finds it as hot as you do... in fact, she wants to join in.

Sissy Summer School 1

Clean up

Hurry now

The first of many

Not only is the first time Shemale Mommy and mywife have had sex but they're doing it in front of you and everybody else at the hotel!  Slowly at first, Jenny's enjoying it, making lewd moaning noises as Mommy's big cock slides in out of her that draws a crowd around.  I watched helplessly as Mommy begand to fuck her harder and faster.  Jenny looked right at me and gasped, "... i ... want you... to suck ... my pussy clean.. so i.. don't get... pregnant!".  Well, That really turned Mommy on and it wasn't long before she came inside Jenny with a loud grunt and several powerful thrusts.  The crowd cheered and one of the Shemale staff pushed me forward, "Show Jenny you still love her." she said.  It may have been my first cream pie but I doubt it will be my last.

Getting to know eachother

My Shemale Mommy and girlfriend getting to know eachother better at the Shemale Hotel and Spa.

Telling it how it is

lovers?

They're going to give you a silly sissy shemale name too.  They're going to call you Little Miss Big Tits.

Oh dear

Shemale Mommy telling you whats what.  Imagine just standing there while your girlfriend gives your stepmother a blowjob with such enthusiasm you almost cum in your pants.  Then once Shemale Mommy has coated those big boobs with her spunk your girlfriend beckons you with a finger, "Licky cum cum time!" she mocks. "Aww don't be shy, do you want a kiss first, come on, you can smell your stepmother's cock on my breath."

Look what they made me do!

Special time

Getting some feedback.