‘ladyboy’ stories

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ladyboy 

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Debauchery - Ch. 19

Jeff begins the rest of his life.

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Surprise!

A beautiful girl with a surprise!

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My Roommate Angie 01

Learning my roommate had a penis leads to more discoveries.

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Surprise Fuck with Niece's Friend

Ass fucking my niece's friend who has a little surprise!

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Turned into a Sissy Pt. 18

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

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The Gender Benders Reloaded

Couple discovers sexual secret at heart of the relationship.

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Soup Style Bk. 07 - Hide or Not?

To Hide or Not to Hide, whether 'tis nobler to be unknown?

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Sissy Sold in Thailand Pt. 02

Eric tried an escape with his new friend.

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A Surprise in the Massage Parlour

A young man discovers his dark side in a massage parlour.

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Kathoey

The life of a beautiful Thai woman with a difference.

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The Awakening

My first time with a ladyboy.

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My First Trans Woman

My first encounter - a beautiful Thai ladyboy.

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Sissy Sold in Thailand

Eric leaves for vacation, but he may never return the same.

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Closed for Business Ch. 01

Dara realizes she's fresh out of shaving cream.

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The Bamboo Ceiling Ch. 12

A sissy is trained at a brothel.

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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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Turned into a Sissy Pt. 16

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

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Turned into a Sissy Pt. 15

A Weekend in Pattaya - the first evening.

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Turned into a Sissy Pt. 14

A Glimpse of Everyday Sissy Life.

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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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From Stephen to Stevie Ch. 01

A gradual transformation from boy to woman.

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Tom's Journey into Submission Pt. 03

Tom finds his future. Amelia submits.

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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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Lois Has to Stay After Class Ch. 01

A senior at school, relaxed sexual adventures.

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Lois and Veronica

The glamour girls visit the forest ranger.

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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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Turned into a Sissy Pt. 13

The punishment on the following day.

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Tranny Babysitter: The Conclusion

John's subjugation is complete. Is there a way out?

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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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Turned into a Sissy Pt. 12

Dinner with friends and my first creampie.

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Tranny Babysitter: Force Femme

John is forced further into degradation and humiliation.

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My New Girlfriend Pt. 03

Part 3 of 4 Our relationship develops.

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Becoming Hannah Pt. 01

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

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Turned into a Sissy Pt. 09

The birthday party continues.

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Turned into a Sissy Pt. 08

First time called a sissy and serving at a party.

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Thai Massage

Man has a suprise at the Thai massage.

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Turned into a Sissy Pt. 07

Shopping continues and I have my first anal orgasm.

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Like Daddy. Joy's Tale. Pt. 06

Joy and Daddy Submit to a new mistress.

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Turned into a Sissy Pt. 06

An interesting dinner and my first threesome.

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Turned into a Sissy Pt. 05

Our shopping spree continues and more.

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Turned into a Sissy Pt. 04

The shopping spree begins and humiliation continues.

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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. 02

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

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Turned into a Sissy Pt. 01

How my ladyboy girlfriend turned me into a Sissy.

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Thai Massage Surprise

Multiple surprises for a couple during a Thai massage.

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Cebu Hotel Sexy Threesome Pt. 02

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

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Cebu Hotel Sexy Threesome

Totally unexpected but memorable evening with 2 girls!

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Filipina Fun! Pt. 03

Day 3, Sheila tries pussy, this girl is insatiable....

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Filipina Fun! Pt. 02

It's day two and i discover how hot she is...

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Filipina Pre and Post Op!

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

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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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Bursting Ash's Bubble... Butt

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

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What If - Scotty the Hottie Ch. 01

Phoenix stays late with a hook-up & ends up abusing her host.

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Eucalyptus Club

Exclusive sex club in the glens.

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Hot Ladyboy Meet

A young guy meets a hot Asian ladyboy.

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Bangkok Ladyboy Voodoo Doll App!

One night of going FULL RETARD in BANGKOK!

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Makati Ch. 10

An American's adventure in Makati.

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Makati Ch. 09

An American's adventure in Makati.

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Makati Ch. 08

An American's adventure in Makati.

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Makati Ch. 05

An American's adventure in Makati.

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The Reunion Ch. 02: Thai Massage

Krissy relaxes with a massage with an unexpected ending.

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Bottom Bitch Is Bred By His Dom Top

A bottom bitch experiences joy servicing his dominant top.

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Pon and I Become One

Pon and I joined as one in pleasure.

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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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Face Down Ass Up

Leslie takes control and lets me feel all of her.

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He Said, She Said Ch. 08

A surprise guest for the evening.

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My First Ladyboy Experience

How a massage opened more than my mind.

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My Thai Ladyboy

My next amazing adventure with a ladyboy.

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From John to Jenny

John blossoms into Jenny...against his own will...

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My First Ladyboy

Straight alpha male falls for a sexy Filipino ladyboy.

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My Transgender Love: Week 1

The first week of my vacation with my transgender girlfriend.

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Alone In Pattaya

My first visit in Pattaya.

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Sissy's First Trip Out

A sissy excursion leads to an unexpected meeting.

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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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A Sinful Family Ch. 01 - Moving In

A filthy rich family full of incest and intrigue.

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Okaikei

Coming home after a business trip.

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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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Her First Chance at Love

What begins as an affair becomes so much more.

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The Shemale Possession

A man possesses the body of a "woman".

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Cockatoo Pt. 42

Scarlett goes to meet Aki again.

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A New Adventure... Ch. 02

A little experimenting never hurt anyone.

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Lisa's Second Chance Pt. 13

Lisa makes a name for herself.

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Craigslist Bottom Bitch

Jake and Candy get ready and experience their next encounter.

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Family Friendly Ch. 04

The weekend with aunt Chiharu continues.

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Family Friendly Ch. 03

An aunt with a special gift comes to visit.

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