‘ladyboy’ stories

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ladyboy 

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My New Girlfriend Pt. 03

Part 3 of 4 Our relationship develops.

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Cockatoo Pt. 42

Scarlett goes to meet Aki again.

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Cockatoo Pt. 36

James gets ready to go to Kritsada's party as Jamie.

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Turned into a Sissy Pt. 13

The punishment on the following day.

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Turned into a Sissy Pt. 18

Another level added, trying gogo dancing and being tied up.

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Cebu Hotel Sexy Threesome Pt. 02

I meet Alice, another member of the 'family'.

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The Bottom Tier: Ari and Cato

A new pair of lovers in a broken world.

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Delayed Flight Fun Pt. 02

A life time dream comes true with Desiree.

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Turned into a Sissy Pt. 17

A weekend in Pattaya - A Sissy learns about her inner Slut.

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Like Daddy. Joy's Tale. Pt. 06

Joy and Daddy Submit to a new mistress.

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Cockatoo Pt. 17

James returns from Bangkok with news for Alex and Areeya.

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Cockatoo Pt. 37

Shane and Nin get together. Jamie gets ready for the party.

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Cebu Hotel Sexy Threesome

Totally unexpected but memorable evening with 2 girls!

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Her First Chance at Love

What begins as an affair becomes so much more.

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Becoming Hannah Pt. 01

October 1973, two men come together in a war torn world.

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The Bottom Tier

In a world divided unfairly, the victims find love.

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Tilted Kilt Ch. 04

Danika experiences a Japanese Encounter.

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Craigslist Bottom Bitch

Jake and Candy get ready and experience their next encounter.

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Lisa's Second Chance Pt. 13

Lisa makes a name for herself.

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Cockatoo Pt. 05

Naive Englishman gets more involved with old friend.

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My Roommate Angie 01

Learning my roommate had a penis leads to more discoveries.

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Twisted

Dallas and Eve put on a live performance at a ladyboy bar.

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The Bottom Tier Revisited

An epilogue to the Bottom Tier.

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Craigslist Encounters Ch. 01: Craigslist Cumslut

Jake searches Craigslist and finds a ladyboy Mistress.

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Wild Asian Adventure Ch. 05

Final chapter of a wild trip gets wilder.

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Catching Up with Susan

Lady-boy Susan confesses her top fantasy.

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Visiting Orange County Ch. 02

Second visit to the masseuse.

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At the Kit-Kat Club Ch. 03

Part 3 of a 3 part story about life in the Kit-Kat club.

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Kathoey

The life of a beautiful Thai woman with a difference.

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Turned into a Sissy Pt. 15

A Weekend in Pattaya - the first evening.

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Family Friendly Ch. 04

The weekend with aunt Chiharu continues.

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Turned into a Sissy Pt. 07

Shopping continues and I have my first anal orgasm.

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My Treasure

My first time encounter with a ladyboy.

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Backstage with a Bangkok Ladyboy

A stage manager lives out his fantasy with one of the cast.

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From Stephen to Stevie Ch. 02

I get to see Stevie's changed body and we have a holiday.

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My First Trans Woman

My first encounter - a beautiful Thai ladyboy.

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The (not so) Wicked Witch of the East

Travelling to the exotic east, I meet a Goddess.

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Debauchery - Ch. 19

Jeff begins the rest of his life.

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Addicted to Pream's Cream

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

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The Vicar's Wife Ch. 25

A new outfit for Sarah.

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Lisa's Second Chance Pt. 16

It's all work hard and play hard at Dominica's place.

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Angie's Date Night

Ladyboy set up on a blind date has the time of her life.

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Like Daddy. Joy's Tale. Pt. 04

Joy controls daddy. Kim takes a caning. Daddy tells a story.

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Turned into a Sissy Pt. 06

An interesting dinner and my first threesome.

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Tom's Journey into Submission Pt. 03

Tom finds his future. Amelia submits.

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Family Friendly Ch. 03

An aunt with a special gift comes to visit.

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Lisa's Second Chance Pt. 08

Lisa has a busy two days.

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Bursting Ash's Bubble... Butt

Ash takes dick in the ass from nerds and spin instructor.

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Makati Ch. 05

An American's adventure in Makati.

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My First Ladyboy

Looking for something new I meet with a my first ladyboy.

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Turned into a Sissy Pt. 03

My journey continues with first humilation and more.

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Turned into a Sissy Pt. 09

The birthday party continues.

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From Stephen to Stevie Ch. 01

A gradual transformation from boy to woman.

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Turned into a Sissy Pt. 16

A Weekend in Pattaya, Saturday - beach, gogo bar and a girl.

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Meat

A man takes home the waitress from his favorite steak house.

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Shemale Orgy

Ladyboy Mistress shares submissive with other shemale Doms.

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A Different Asian Threesome Pt. 01

I meet an air stewardess and her ladyboy friend.

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Derek Bradley Gets a Surprise

A young virgin discovers his sexuality & surprises his boss.

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The Training of a Ladyboy

Best friend makes me his personal Ladyboy.

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What Happens in Bangkok

Two brothers and a Thai hooker.

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I have a Confession to Make

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

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Pon and I Become One

Pon and I joined as one in pleasure.

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Turned into a Sissy Pt. 12

Dinner with friends and my first creampie.

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A Slut Awakens

Girly boy is found out by his Black neighbor.

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Ladyboy Maid

A seductive ladyboy changes a married man's life.

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Turned into a Sissy Pt. 08

First time called a sissy and serving at a party.

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A Night to Remember

That unforgettable night, when he first met her...

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Turned into a Sissy Pt. 02

The journey continues, now it is time for the cage.

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Turned into a Sissy Pt. 04

The shopping spree begins and humiliation continues.

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Thai Massage Surprise

Multiple surprises for a couple during a Thai massage.

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Recruited Ch. 01

A ladyboy scouted and recruited to service men in the army.

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A Cyber-Awakening

Online chat with mysterious lady leads to unexpected desire.

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My First Thai Holliday

Young man gets fucked by horny shemales.

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Tranny Babysitter: Force Femme

John is forced further into degradation and humiliation.

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Amethyst: a Story of Fulfilment

Amethyst finds he's - err, she's leading an ideal life.

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Turned into a Sissy Pt. 05

Our shopping spree continues and more.

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A Trans Top and Her Bottom Bitch

A cishet man finds joy in being a trans woman's bottom bitch.

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Lisa's Second Chance Pt. 06

Lisa helps out a newbie with a little secret.

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Futagear

A futa story.

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My Thai Ladyboy

My next amazing adventure with a ladyboy.

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That Helpless Moment

Story on how I found myself helpless against two Asian ladyboys.

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Makati Ch. 09

An American's adventure in Makati.

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A Ladyboy Syndrome

Was he turned? Or wasn't he?

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Thai Massage

Man has a suprise at the Thai massage.

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The Gender Benders Reloaded

Couple discovers sexual secret at heart of the relationship.

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Filipina Pre and Post Op!

I meet Luci for the first of a series of adventures...

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