‘shemale’ stories

Mini lustful adventure between Bartucian and Chester.

18-year-old discovers her powerful sexual persona.

Jimmy's new life, as Lilith's slave.

Red has plans for the one who started it all.

After a fight with the wife, a man helps a college girl/boy.

Seduced by a sexy girl with something extra.

Transsexual has sex in a gas station bathroom.

The Bachelor Party.

A female escort meets a mysterious client.

Young straight guy curious about gay sex gets his fill.

Tanya visits Pam. (Monday)

Family orgies, a shemale, and crossdressing, oh my!

Jamie broadens his horizons as his mental struggle continues.

A love of stockings leads to further experimentation.

Lisa gains Jay and Holly's trust again.

Blackmailed into living out his fantasy on a stag gone wrong.

These twins have a serious case of sibling rivalry! Flashfic.

A day in the life of a neophyte in a religious order.

Mistress takes me to my first job as her slave.

Jay, Holly and Kendra have some fun and the planning begins.

Incestuous elves go to the beach. Mayhem ensues.

Their relationship deepens, we visit her father's past.

Scarlett's first day takes a turn when he encounters a Naga.

The sexual encounters of a recently separated woman.

Alexis awakens and meets her first new man, Mr. Nail.

The continuation, of Jay's Sex Club Adventures.

A group of friends relives a variety of different first times.

Married couple share she-male as husband sucks his 1st cock.

Ash continues his journey of discovery with Laura.

Chelsea and Danny play match maker for Allie.

A wanderlust stricken Elf discovers something completely new.

The Keeper and Yuria enjoy each other's company.

Jamie's corruption furthers with help from his crush, Kelly.

Lonely MILF walks in on teen girl masturbating and….

The traveler misses an appointment but it turns out okay.

Another dickgirl joins in the fun.

More discovery and not just by James.

A gorgeous redhead has a surprise.

My first full night ends in painful, humiliating bliss.

Shemale and female sex.

Her urges shan't be denied.

(darksouls3) The Firekeeper attempts to discreetly relieve her urges.

A woman begins her former boytoy's journey to feminization.

My first day continues with an afternoon punishment.

Step-mom-to-be gets BIG surprise from step-daughter-to-be.

Boys should be careful wandering the world beyond the walls.

Shauna starts to teach me my daily routine.

Casey takes up Gabbi's offer, and the two go on a date.

Milfy seductress does all she can to score the boy next door.

Unexpected love is the best cure for a broken heart.

One man in Bangkok, and his ladyboy prisoners.

Chloe shows her Daddy the thick creampie he gave her.

Darren receives a birthday gift he won't soon forget.

The morning after Caitlyn returns for more.

A man visits Xurnami's clinic with some changes in mind...

Lonely Tgirl finds her way into the life of a lewd Librarian.

Tanya visits Pam. (Sunday)

How I met my Mistress and became her TS cuckold house slave.

A young trade makes a bad deal with a shemale giantess...

Young boy turns 18, shemale sister turns him out.

Krystal remains stuck in SIM: Slut City.

Train ride takes a turn for the weird.

A powerful new sort of Goddesses inhabits the planet Eva.

I'm back again...

Sissy virgin's on-the-road, romantic defloration.

She wants me, and she wants me bad.

To graduate, he must become the teacher's pet.

Laerinia gets in trouble, while summoning twin succubi.

A couple's tryst with a shemale.

Turn and face the strange changes...

A man's first TS encounter at a massage parlor.

Snowed in, with his best friend's cousin.

Teen boy spies on his shemale step-sister and gets a treat.

A wife forces her husband to become a shemale.

A guy has a plan for a cum filled New Year.

With a well-endowed chair.

More fun with Nina.

Girl meets a special new friend at NYE party.

A lonely man, spends Christmas Eve with Kendra.

We return to the story of Eva and her mysterious world.

Introducing Rick and Laura, a boozy couple with a big secret.

John fulfills his fantasy of experiencing a Transgender woman.

Buy into the plan?

A Funny Thing Happened On The Way To Meet Our Client pt. 3.

A wife gives husband a birthday surprise.

James and Sandy have an evening alone.

Jimmy's time expires a bit early.

Lilith has some more fun and Jimmy's time expires early.

Danny comes back for more...again.

As it turns out, aliens do abduct humans, but only males...

Lilith returns, to have her way with Jimmy.

Cindy invites Roger back into the Club.

Trans woman has first time sex with a man after strapon.

Christmas is Cumming!

A slow seduction occurs with a young and horny college student.

Tanya visits Pam. (Saturday, Part 2)

Summoning a demon, to make a deal.

Cindy returns, and our traveler is at the bar again.

A traveler learns about the hotel's special club.

A pizza delivery turns into an evening of sexual exploration.