‘tranny’ stories

A young man experiences a whole new world.

A descent into feminization.

Louise realises her deepest desires.

Helpless to a gorgeous Shemale's trance.

When your gorgeous neighbour invites you to the party of your dream.

I'm not gay, but there is just something sexy about trannys.

My first time with a transsexual escort.

She gets a big surprise.

Ryan's takes a leap with Alyssa.

Blackmailing my twin sister.

Madeline shows Esther who the stronger woman is in a match.

Tranny and Boyfriend Tag Team me.

A Trannie tries to hide her secret.

Husband brings wife in on his transexual escapades.

Sam finds a job opening online. Learns a hard lesson.

Transsexual & sis go another round.

Two lonely souls meet.

Male comes to terms with his feminine side.

A holiday in Rio takes an unexpected twist.

Tim has some more fun with his girlfriend Brooke.

Straight guy, falls hard and gets harder than ever.

Mother and daughter share an exotic tranny.

Many encounters failed but the tranny...

A closet crossdresser treated rough.

Mistress begins training a beta male to become a sissy.

He revisits her.

Airport custodian bangs faggot asses.

My First Cock was a beautiful girl...

Coed Hailey finds herself in a bit of a mixup over a test.

My girlfriend embraces my fetish for a wild anniversary.

A middle aged man, a sexy TS, and a new taboo.

Poolside fun w/ my hot, TS neighbor.

Raquel becomes a woman.

A confession that was a long time coming.

A night out ends up with a most amazing surprise.

Hustler gets taste of boipussy and can't stop.

Inhibitions are shed.

A teenage CD home alone on Halloween night... or is she?

My first time with a black trans girl.

New job new look new feel.

Office dyke learns her work crush has a naughty secret.

Young transgendered man's journey of discovery.

A problem getting to a hiking area is solved.

Bday threesome with a beautiful TS & my strapon wearing wife.

I met Kyle for a drink and ended up at his home naked.

Damien's relaxing weekend crumbles when he's kidnapped.

Tom turns despair into joy with the help of new friends.

Vanessa has fun on her first night out alone.

He realizes he is falling in love with the beautiful T-girl.

Wife brings husband a surprise after discovering his secret.

A stag party prank backfires...

One man in Bangkok, and his ladyboy prisoners.

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

A young man explores his fantasies.

Male continues his journey into femdom.

Larry hit the lotto and gets a white pussyboi in bed.

Erica finds herself behind bars, trying to get out.

Rick and I spend the rest of the day on into the night alone.

Sean meets Cassidy in a new town and has a night together.

The Latino Houseboy.

Waking up as Tgirl and getting fucked by 2 long dicked girls.

Black man cheats on tranny girlfried with a pussyboi.

Tranny enjoys a summer at her Granny's.

Sexy lingerie with a twist.

The new girl hired is a trans and finds love.

Michael's wife left him so now he can explore crossdressing.

Ebony bbw tranny continues her seduction over him.

Goth friends become lovers.

She used to be a boy but she's all woman now.

Jessie get's more than she bargained for at the masseuse

Mature tranny Nana brings him further into her universe.

The 'girls' continue their foursome at Daisy's.

First Scene of First Act.

A little experimenting never hurt anyone.

Sam begins his first official day as a slave.

An erotic night together.

Zach learns to never judge a book by its cover.

A love story between a man and a transgender woman.

It's time to flip Morgan.

Steve takes me for the first time and I find out who I am.

An homage to t-girl on t-girl sex and teen horror movies.

The Ass Slut.

Alexis gets ready for her first time in public; the dance!

Dominant Transwoman stages a lewd wedding show.

I got my dick sucked by a transvestite hooker.

Sandy helps her friend get revenge on her husband.

My first taste.

Debbie takes me outside as a girl for the first time.

Short cock meets with water sports guy & tranny.

He's gone far, but not as far as he'd love to go.

Taking an addiction to shemale cock one step further.

Cousins reunite after years apart.

Alexis is set up with a date to the dance & goes shopping.

A day in the life of a sissy lover of black.

Jay and Jen have sex, and then Jay goes to a party.

Alexis goes to the dance with her date.

Accepting The Package.

Tim meets Emma, then has fun with his Goddess and her friend.

Suzie gets pissed off and takes her slut trannie cock hunting.

A pretty girl's request changes a boy's life forever.