‘ladyboy’ stories

A seductive ladyboy changes a married man's life.

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

Young man gets fucked by horny shemales.

Ladyboy Mistress shares submissive with other shemale Doms.

He's captured and mind-fucked into becoming gay.

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

Girly boy is found out by his Black neighbor.

A filthy rich family full of incest and intrigue.

Best friend makes me his personal Ladyboy.

A futa story.

How my ladyboy girlfriend turned me into a Sissy.

Jake searches Craigslist and finds a ladyboy Mistress.

Two brothers and a Thai hooker.

Multiple surprises for a couple during a Thai massage.

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

My first time encounter with a ladyboy.

Shemale male first time sex.

Man has a suprise at the Thai massage.

Part 3 of 4 Our relationship develops.

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

I enjoy watching my Thai wife have sex with a ladyboy.

Jake and Candy get ready and experience their next encounter.

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

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

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

A young cross dresser transforms.

One man in Bangkok, and his ladyboy prisoners.

Local asian crossdresser taken behind the supermarket.

Learning my roommate had a penis leads to more discoveries.

Erotic encounter at a bar.

Daniel, a straight man discovers that he's a transsexual.

Lady-boy Susan confesses her top fantasy.

Sexy Thai gf agrees to share her Ladyboy lover with hubby .

An evil crime and extreme retribution for tranny fans.

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

What begins as an affair becomes so much more.

Online chat with mysterious lady leads to unexpected desire.

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

They thought they were just going to watch...

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

Businesman gets a surprise in a Thai bar.

An encounter when I was a stripper.

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

Married man seduced by ladyboy.

My journey continues with first humilation and more.

Lonely man in Vegas hooks up with a fine looking "lady".

Leslie takes control and lets me feel all of her.

In a world divided unfairly, the victims find love.

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

Straight alpha male falls for a sexy Filipino ladyboy.

Totally unexpected but memorable evening with 2 girls!

The therapist appointment.

The shopping spree begins and humiliation continues.

Local Asian crossdresser gets invited to the neighborhood.

I meet an air stewardess and her ladyboy friend.

Who cares what she's working with - bring it on!

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

Clint picks up a hot shemale from the local club.

An aunt with a special gift comes to visit.

My first visit in Pattaya.

How a massage opened more than my mind.

Unexpected delight in Hong Kong.

A bottom bitch experiences joy servicing his dominant top.

A trip to Thailand for some forbidden fun.

My next amazing adventure with a ladyboy.

Shopping continues and I have my first anal orgasm.

Our shopping spree continues and more.

First ladyboy experience.

An interesting dinner and my first threesome.

My Tgirl fuck-buddy returns.

John is forced further into degradation and humiliation.

The weekend with aunt Chiharu continues.

The life of a beautiful Thai woman with a difference.

A beautiful girl with a surprise!

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

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

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

A soldier comes home to meet a new friend.

My first encounter - a beautiful Thai ladyboy.

Married man seduced by ladyboy.

A new pair of lovers in a broken world.

The conquest of Ari.

Dinner with friends and my first creampie.

A young virgin discovers his sexuality & surprises his boss.

A gradual transformation from boy to woman.

Pon and I joined as one in pleasure.

Naive Englishman gets more involved with old friend.

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

Second visit to the masseuse.

A young guy meets a hot Asian ladyboy.

Banker seduced by ladyboy customer.

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

First time called a sissy and serving at a party.

A new level added to my development.

James flies Kimmy to Thailand.

A man possesses the body of a "woman".

The punishment on the following day.

Danika experiences a Japanese Encounter.

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

Male discovers his female-self.