‘sissy’ stories

Feminine boy spends the summer with his Step Uncle.

Mother gives in to her desires.

As my big titted wife takes a lover, I meet a man...

"Fifty Shades of Gay"

A pool boy is caught with the owners bikini.

the reality of cuckold slave status hits home, literally.

A gentle boy moves in with an affectionate, mature Land-Lady.

Cuckold Couple Becomes an Owned Couple.

Chris becomes Chrissy as his BF's girl turns him out.

This is the story of how I became the girl Sara.

Sissy boy gets pegged and humiliated by sister and friends.

A Sissy Son struggles to come to terms with his changes.

I agree to Her costume suggestion, and then much more...

The story of how I became a cuckold at 21.

Learning to serve, to be a good little toy.

My gardener discovers my secret.

Online blackmailer gets caught and force femmed.

Feminization continues in order fulfill fantasies.

Coworkers prank him into coming to the office crossdressed.

Samantha dominates her submissive neighbor.

A weekend get away to share kinky truths and a big surprise.

In 2063, a feminized white boi interviews for a job.

A Sissy Son gets a Gift.

Lesson 1: Mathematics.

Mistress begins training a beta male to become a sissy.

The perfect dirty little sissy girl...that would be me.

Candi comes back for the start of a long, long night.

Man's BBW ex-wife coaches his BBW fiancée in pegging him.

An Asian boy becomes a sissy for his white family.

A retired vet meets a pretty young co-ed with a secret.

How a married guy is turned out as a sissy by his Doctor.

Mom makes sissy son try modeling for a gay magazine.

Feminine boy falls for his boss's husband.

She turns him into her plaything.

A shy femboy and his roommate's athletic sister experiment.

Ian's new boss forces him to become a sissy cuck.

April blackmails her employer into playing a sexy game.

Riz decides to participate in Locktober with feminization.

Eric sucks his first BBC in a threesome with Joan.

Alicia takes more control of her Daddy along with her cousin.

A nasty mother further experiments on her gimp son.

Mike becomes Michelle in this sleepover Sissy tale.

I'm trapped in a facility with one purpose: feminization.

Closet sissy is found out and seduced to submit at the gym.

Caught wearing sister-in-law's underwear.

Daniel is sent to Bloom at a special academy

Man trapped in sissy latex serves his friends.

Candi heads to the Shady Ranch for her new job.

Mom's houseguest brings someone for me to get to know.

Fantasy football punishment leads to feminization, gangbang.

Michael gets a new roommate.

Our new neighbors bring changes to me and my wife.

A fantasy that I wish would happen to me.

After being caught playing, the best day of his life begins.

Jung begins a descent into sissification and worshiping BWC.

A pathetic young man's transformation begins.

The first chapter of my Slice of Life Erotica for Angela.

Femboy gets invited to cabin and turned into sissy sex slave.

How far will a young man go to eat cum?

Tiffany gets to try out her new equipment.

A young man loses his virginity.

Steve begins a journey after an encounter with a bully.

Husband's transformation grows with help from wife's friend.

Mistress Kristy finds her mark.

Elizabeth turns Dan into Dani while at a music festival.

A couple weeks later, my sister brings a friend.

A feminized cuckold's wife wants to fulfill his fantasy.

Young, plump femboy finds a treat on Halloween.

A Mother begins to impose outward changes on her Sissy Son.

Reluctant Tim chooses to be a bitch for Sammie.

Wimp sissified, blackmailed & transformed for black masters.

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

Could he be a sissy cuckold.

BBC on Sissy.

Now everything's changed: and you couldn't be happier, sissy.

A Mother spends some quality time with her Sissy Son.

A feminized sissy goes to a motel & gets her first gangbang.

A boy's obsession with his sister changes his life forever.

A panty boy and mountain man find love in the wilderness.

Mom is supportive of son’s newly revealed fetish.

A story of my first time.

Wife fulfills her fantasy and mine.

Sister introduced the world of crossdressing to her brother.

Ricks friends set him up exposing something he didn't expect.

Neighbor turns out femboy into his sissy.

Chris Taylor takes his cross-dressing to the next level.

Crossdresser son finds pleasure in drunken dad.

Utter defeat and domination by roommate.

Boy becomes a true sissy femboy with mom's and sister's help.

Forgotten bathing suit leads to a day of fun for a sissy.

Dominant bride sets the scene for married life.

Carla continues to complete feminization.

He submits to his best friend unexpectedly.

My BBC friend slowly make me limp clitty sissy.

And so is my Dad!

An introduction with the boyfriend.

Nico has to rely on his roommate, falls easily into the role.

Conclusion: he's so lonesome.

Summer is ahead for a kinky Dad and his daughter.

Mike's crossdressing gets him much closer to his stepdad.