‘crossdressing’ stories

Secret sissy is outed and made to serve the porn shop owner.

The continuing story of Marions evolution.

Crossdressing with wife in public. Threesome sex.

Penultimate Chapter: Robert - the fiance in frillies.

A sissy husband's journey to becoming a BBC slut.

Halloween surprise.

A unusual night turns even stranger.

A bride now and soon a mommy.

Pam and Steven share tie the knot, with guests.

More feminizing exploits for Sammi. It's getting wild!

Being fucked as a girl onstage wasn't the plan.

Sissy and Chloe sink deeper into hypnotic conditioning.

A boy decends into submission during a stint in jail.

After dinner, Loni and Steve head home for more!

The origins of being a sissy.

My wife discovers what turns her on.

Do you want to be a sissy husband Robert?

CD meets his online lover in NYC.

Halloween is over, but Nicole's adventures are not.

Nick discovers he's a cuckold. Holly is unapologetic.

A nervous sissy takes her first real cock.

Crossdressing with wife and threesome sex with another male.

Loni makes it to Hawaii, meeting Steve at his place.

A girl's night out ends in group sex.

After accepting his invite, Loni flies to the Big Island.

I watch my wife fuck a stranger for the first time.

Obeying Yvonne.

A man is introduced to some kinky roleplay.

Sissy Loni visits an online friend who lives in Hawaii.

Part two of Sissy Loni's visit to Daddy.

A young woman learns that her fantasies can indeed come true.

A Transvestite, foils a terrorist plot, but at what cost?

Cybil makes him hers this time, for good.

Daddy makes love to his gurl and milks her sissy cummies.

Sissy returns from cottage but the fun continues.

A Transvestite, foils a terrorist plot, but at what cost?

Sissy gets anal deposit from silverdaddy in public toilet.

A sissy slut visits her favourite cruising site.

A new day, some new adventures, and good sex.

Some dressing and make-up and a three-way.

Sissy gets some appropriate clothing and some pussy finally.

Online blackmailer gets caught and force femmed.

Yvonne finds out about my panties and chastity.

Sissy Loni details what a visit to Daddy entails.

I meet my “Daddy” and go to his house.

Events unfold. Legal Drama. A Dramatic Conclusion!

The Women bond deeply, sissification begins.

Phoenix gets an opportunity to fantasize.

Amy was maid to do it.

Robert gets to wear his boss's panties.

A widowers love of crossdressing leads him to find comfort.

He wants her to have another way to assert her authority.

Jay pushes some boundaries with Jen's help.

Max is still being cuckold and sissified by his wife Tonya.

Boy is progressively feminised by next-door neighbour MILF.

Erika goes to a party and meets someone new.

Utter humiliation for Robert.

Garage sale adventures, chance encounters, and great sex!

My master was hungry for two sissies!

A descent into feminization.

Robert does as he's told.

Amber's revenge is set into motion.

Dani helps Greg find his inner girl.

This is what you have to wear now!

Someone finds out about my secret.

The setup for Chris's journey towards complete sissification.

Sissy has troubles at work, and finds a friend.

Robert meets the girls of "The Lingerie Emporium".

A crossdresser opens up to his mom's best friend.

A shy crossdresser discovers herself on Halloween.

Mary is captured and forced into sexual slavery.

A real life tale of a sissy's first sex club experience.

Follows Eric's first adventures away from home and his journey to the Union Academy.

Crossdress finds a good time in Women's Restroom.

Liam gets caught at work then experiences sex as a woman.

A man enters a medical trial and changes.

Sissy gets fucked by Sarah's bull and learns about pain.

Liam finds a surprise and gets finger fucked.

Wife asks her boy toy for some girl time.

Liam finds panties in his drawer and has a great day.

Sam is caught in lingerie and turned into a sissy.

Nathalies adventures continue.

Greg's classmate invites him for coffee and more.

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

Charlie meets the train.

Chris receives a gift from Martina.

Crossdresser Public Flashing Cumshot.

A prequel to the Black Sheep Boy series, starring Erika.

Crossdressing in public with public masturbation.

A horny crossdresser visits a busy local ABS.

Drag always did it for him until he met Carlin.

Exploring some kink with an Ex.

A dare wakes repressed desires and urges.

Lynn is getting Trish a cat suit that Tessa ordered.

Young crossdresser regrets having sex with sister and uncle.

Alex does his best to overcome humiliation.

Stacy's girlfriend takes her out for a birthday surprise.

A boy is given away as a bride to his Father's coworker.

Unexpected affairs for Shaun(a) and Denise.

Neil explores his boundaries and changes his life forever.