‘tranny’ stories

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tranny

Holiday Girl

Holiday girl surprise.

Transsexuals & Crossdressers 07/12/2018

A Surprising Change

I make a surprising new discovery about myself.

Transsexuals & Crossdressers 07/08/2018

My First Crossdressing Camp Out

Becky dresses up for some outdoor fun in the New Forest.

Transsexuals & Crossdressers 07/06/2018

A Surprise

Who does what, with what and to whom?

Anal 07/04/2018

Southern Belle

A proper southern belle with a little extra.

Transsexuals & Crossdressers 06/23/2018

Exploring My Feelings Ch. 03

Finally.

Transsexuals & Crossdressers 06/18/2018

Exploring My Feelings Ch. 02

Getting to know what I like.

Transsexuals & Crossdressers 06/17/2018

Exploring My Feelings Ch. 01

My first time exploring my feelings about men.

Transsexuals & Crossdressers 06/16/2018

A Witch's Curse Ch. 03

Office Gangbang with some Bi and transsexual fun.

NonConsent/Reluctance 06/15/2018

How I Became My Wife's Wife

How my wife became my husband.

Transsexuals & Crossdressers 06/14/2018

Sissy Panty Handjob

Sissy pantyboy gets a panty handjob.

Transsexuals & Crossdressers 06/13/2018

A New Adventure... Ch. 03

A little experimenting never hurt anyone.

Transsexuals & Crossdressers 06/09/2018

Transfer - Brook and Nikita Ch. 03

A guy wants a girl. They have answers. Time for a Transfer!

Transsexuals & Crossdressers 06/08/2018

My New Life Ch. 03

A new life for a closet sissy.

Transsexuals & Crossdressers 06/07/2018

My Girlfriend's Mother

Amy's mom has a big surprise.

Transsexuals & Crossdressers 06/07/2018

Locker-room Panties

First time with a man in a locker-room.

Transsexuals & Crossdressers 06/05/2018

A New Adventure... Ch. 02

A little experimenting never hurt anyone.

Transsexuals & Crossdressers 05/30/2018

A First Encounter

Caught with my panty emerging from the edge of the jeans.

Transsexuals & Crossdressers 05/29/2018

The Locker Room Glory Hole

Kent gets in over his head.

Transsexuals & Crossdressers 05/27/2018

My Transformation into a Shemale Ch. 02

Chapter two of Weekend Turned into a Shemale.

Transsexuals & Crossdressers 05/24/2018

My Transformation into a Shemale Ch. 01

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

Transsexuals & Crossdressers 05/23/2018

Craigslist Adventures 01

The first experience.

Transsexuals & Crossdressers 05/16/2018

The Holiday Pt. 01

How I became a sissyslut.

Transsexuals & Crossdressers 05/11/2018

A New Adventure...

A little experimenting never hurt anyone.

Transsexuals & Crossdressers 05/10/2018

Sawsan, Liban and Joanna

Arab wife, Somali husband and Brazilian transsexual.

Transsexuals & Crossdressers 05/08/2018

My Neighbour's Party Pt. 01

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

Transsexuals & Crossdressers 05/02/2018

Jill's Secret Ch. 03

Life with Jill.

Transsexuals & Crossdressers 04/26/2018

Adriana and I

My first time with a black trans girl.

Transsexuals & Crossdressers 04/26/2018

Fatima and Steve in Ottawa

Bisexual Haitian guy meets Sudanese transsexual gal.

Transsexuals & Crossdressers 04/24/2018

I Love Men to wear my Satin Panties Pt. 01

What do you do when your kinky dreams come true?

Transsexuals & Crossdressers 04/20/2018

My New Roommate

Ladyboy used by BBC.

Transsexuals & Crossdressers 04/20/2018

Unextpected Change.. Pt. 03

The story continues with tales and adventures.

Transsexuals & Crossdressers 04/15/2018

My New Daddy Ch. 08

Daddy gives me the coming out party of my wildest dreams.

Transsexuals & Crossdressers 04/10/2018

Ambiguities

Lost love rekindled... in sickness and in health.

Transsexuals & Crossdressers 04/10/2018

Girl with Something Extra Ch. 12

Daisy pulls a boyfriend, and he's straight.

Transsexuals & Crossdressers 04/08/2018

Trucker Offered to Help

Truck Driver offered to help me out!

Transsexuals & Crossdressers 03/31/2018

Stephanie's First Time

Stephanie find out what life will be like from now on.

Transsexuals & Crossdressers 03/31/2018

From Friendship Comes Love Pt. 03

Love story between a man and transgender woman PT3.

Transsexuals & Crossdressers 03/28/2018

What a Surprise!!

A night out ends up with a most amazing surprise.

Transsexuals & Crossdressers 03/24/2018

Dicked Down by a Lesbian

Curious teenager gets fucked by a lesbian with a dick.

Transsexuals & Crossdressers 03/22/2018

Another Night with Kristen

Me and Kristen have another date... and I try something new.

Transsexuals & Crossdressers 03/22/2018

From Friendship Comes Love Pt. 02

Love story between a man and transgender woman PT2.

Transsexuals & Crossdressers 03/21/2018

Cult of the Cock Ch. 03

The cult gains a new follower, but has it created an enemy?

Sci-Fi & Fantasy 03/21/2018

Cum and Dress for Me... Pt. 01

Have U ever been tempted 2 ring a No & complete yr fantasy?

Transsexuals & Crossdressers 03/21/2018

My Night with Kristen

My night with a girl with a big surprise.

Transsexuals & Crossdressers 03/18/2018

My New Daddy Ch. 07

I try out my skills as a cam gurl for Daddy's porn company.

Transsexuals & Crossdressers 03/18/2018

From Friendship Comes Love Pt. 01

A love story between a man and a transgender woman.

Transsexuals & Crossdressers 03/16/2018

Cult of the Cock Ch. 02

Shemale goddess introduces me to the cult of the cock.

Sci-Fi & Fantasy 03/15/2018

Succumbing to the Charms Pt. 01

Straight man seduced by Transsexual Woman.

Transsexuals & Crossdressers 03/14/2018

Discovery by Disguise

Husband cross dressed for Halloween discovers his true self.

Transsexuals & Crossdressers 03/07/2018

My New Daddy Ch. 06

I begin my on the job training at Daddy's company.

Transsexuals & Crossdressers 03/03/2018

Double Stuff

Ashleigh is double teamed.

Transsexuals & Crossdressers 02/24/2018

My New Daddy Ch. 05

Daddy makes me into a trap.

Transsexuals & Crossdressers 02/24/2018

Night with Patricia

Two people meet each other at a new club.

Transsexuals & Crossdressers 02/23/2018

Blackmail by Choice

Chris decides it's time to start living out his fantasy.

Transsexuals & Crossdressers 02/19/2018

His Special Something

Why did the security guard obsess an otherwise straight guy?

Transsexuals & Crossdressers 02/18/2018

A Husband Named Cathy Ch. 03

Cathy begins to make progress under the tutelage of Toni.

Transsexuals & Crossdressers 02/18/2018

The Picnic

Splendor in the grass and first time with a T-Girl.

Transsexuals & Crossdressers 02/17/2018

First Time I Fucked as a Girl

My first time dressed and fucked like a girl.

Transsexuals & Crossdressers 02/16/2018

Lotus Bloom

Man meets T-girl and enjoys his first sexual experience.

Transsexuals & Crossdressers 02/14/2018

On the Prowl

Jamie seduces his MILF.

Transsexuals & Crossdressers 02/10/2018

Party Girls

Some girls have more to offer.

Transsexuals & Crossdressers 02/09/2018

Fun with Chrissy

A young man explores his fantasies.

Transsexuals & Crossdressers 02/06/2018

Jackie Begins her Transition

Jackie begins her transition to womanhood.

Transsexuals & Crossdressers 02/03/2018

Mistress Kate Pt. 01

Jordan loses a lot more than money at the poker table.

Transsexuals & Crossdressers 02/02/2018

Chip Wendy Dan Nancy Carl - Story 05

A neighbor helps a wife help her husband transform.

Transsexuals & Crossdressers 01/31/2018

A Lost Lover, Changes for Melissa Pt. 01-02

After a divorce Melissa becomes a new lover.

Transsexuals & Crossdressers 01/31/2018

Executive Solutions Ch. 05

Cassie has her memory back; good thing or bad thing for Nat?

Transsexuals & Crossdressers 01/31/2018

Executive Solutions Ch. 03

Tranny gives her pimp a blowjob while they search for her ID.

Transsexuals & Crossdressers 01/28/2018

Police Brutality Pt. 02

Emma succumbs to her mistress.

Fetish 01/27/2018

Taking Her Name Ch. 01

I thought she was a girl.

Transsexuals & Crossdressers 01/25/2018

Girl with Something Extra Ch. 10

Daisy needed to show Tommy that she was all woman.

Transsexuals & Crossdressers 01/25/2018

Girl with Something Extra Ch. 09

Daisy and Chandra meet-up at the mall.

Transsexuals & Crossdressers 01/24/2018

Tricia

Dean receives a pleasant surprise from his online date.

Transsexuals & Crossdressers 01/20/2018

Chip Wendy Dan Nancy Carl - Story 04

A neighbor helps a wife help her husband transform.

Transsexuals & Crossdressers 01/18/2018

Taking Mom's Place

Jack returns home to his sad house to find himself.

Transsexuals & Crossdressers 01/17/2018

Legally Binding Contract

ALWAYS Read the Fine Print.

Transsexuals & Crossdressers 01/16/2018

Smithfield Academy Ch. 01

Student learns of a teacher's secret.

Transsexuals & Crossdressers 01/12/2018

Big Bobby and Sweet Sally Ch. 03

Big Bobby teaches Sweet Sally not to talk to strangers.

Transsexuals & Crossdressers 01/10/2018

Chip Wendy Dan Nancy Carl - Story 03

A neighbor helps a wife help her husband transform.

Transsexuals & Crossdressers 01/10/2018

Brianna Gets Caught

Susan's plan finally comes to a point as she catches Brianna.

Transsexuals & Crossdressers 01/10/2018

Where It All Began

A young man discovers an affection for transsexuals.

Transsexuals & Crossdressers 01/10/2018

Sissy Sperm Bank Pt. 04

A brief lead-in to the big blowing.

Transsexuals & Crossdressers 01/09/2018

First Time Tranny Loving

A young man pursues his transgender affection.

Transsexuals & Crossdressers 01/09/2018

Jennifer Monroe & the Ladies Ch. 02

Debbie's night of submission continues (Janice & Lesley).

Transsexuals & Crossdressers 01/06/2018

Biker Bitch Ch. 10

Cassie meets up with an all-girl biker gang.

Transsexuals & Crossdressers 12/30/2017

Exploring My Fetish

My girlfriend embraces my fetish for a wild anniversary.

Anal 12/27/2017

Biker Bitch Ch. 04

Cassie makes the manager fuck the teller during a bank job.

Transsexuals & Crossdressers 12/17/2017

Biker Bitch Ch. 03

Cassie finishes her training and practices seduction.

Transsexuals & Crossdressers 12/16/2017

Tranny Tales Ch. 10

Gilda (2010) - An afternoon in heaven.

Transsexuals & Crossdressers 12/07/2017

Losing Bets

Erick loses a bet to his friend... what could go wrong?

Gay Male 11/27/2017

Mr. Simms Has Pics of Me in a Dress

My neighbor discovers my secret passion for dressing up.

Transsexuals & Crossdressers 11/21/2017

T-Girl Disco Hoe

T-Girl leaves work as a man and ends up with a man inside.

Transsexuals & Crossdressers 11/03/2017

An Interlude, Bailey on the Prowl

Just a quick one off interlude, tranny Bailey on the prowl.

Transsexuals & Crossdressers 10/31/2017

Big Bobby and Sweet Sally Ch. 02

The road calls and Sweet Sally follows.

Transsexuals & Crossdressers 10/18/2017

Daddies Slut

Skylar entertains his lover...

Group Sex 10/13/2017

Tanya: Algonquin College Days

Bisexual black man meets feisty Native transwoman.

Transsexuals & Crossdressers 10/07/2017

Finishing School For Ladies Ch. 11

Final chapter - will they live happy ever after?

Transsexuals & Crossdressers 10/04/2017

Finishing School For Ladies Ch. 09

Tranny gets her girlfriend to seduce the deputy headmaster.

Transsexuals & Crossdressers 09/29/2017

The Librarian's Name is Andrea

Zach learns to never judge a book by its cover.

Transsexuals & Crossdressers 09/21/2017
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