‘crossdress’ stories

Mike and Sandra spend a day together.

My satin fantasy comes to life!

Two military guys become lovers.

Both couples continue their fun on the boat and get nasty.

Sarah gives Doug the moon

Tgirl spends some quiet at home, in bondage and a surprise.

He thought his submissive crossdressing compulsion was gone.

A new job and VIP Humiliation for Dani.

Mike and Sandra reach a new level.

A college boy is feminized by his bbc roomate.

A shy nerd takes on tutoring a popular jock.

Sandy Meets Bob.

Group time and finally some one on one time.

Rune gets busted with his sister's purple thong.

Wife and sissy husband prepare for their foursome.

Sarah meets Doug's family.

Marsha and Doug on 'not a date'.

Sarah reveals her secret to Doug.

Wife dominates her sissy husband when new friends join them.

Sean (Now named Candy) is blackmailed into modeling!

Doug helps Sarah when she slides off of the snowy road.

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

My search for roommate in All female school.

Part 6 of Avery's stumble into Gerudo Culture!

Part 5 of Avery's stumble into Gerudo Culture!

A restaurant with an all-trans wait staff in sexy outfits.

Brenda starts work, and has a night out with the girls.

Cheap X-Change causes problems.

After a month, the craving for more is back.

Being a good friend can kinda suck.

Second part of Male in all girl-school.

Reposting story. story about me joining girl's school.

Girly clothes doesn't mean I'm a bottom.

A day with the Bakers.

Monica turns her husband into a panty wearing sissy slut.

Opportunity comes knocking at my door thanks to a thief.

Married Man visits Mistress for Forced-Bi experience.

Crossdressing husband Stefany's first porn to camera.

Crossdressing in the bedroom - how it started.

Life after my wife finds my porn, pantyhose, and toy stash.

I met someone making the same mistakes as me.

CD having fun with new bed mate.

Playing the daughter, and Lisa's dildo collection.

A divorced man with a panty fetish gets curious.

James takes further control of Sean!

I was learning what GILFs really wanted.

Three friends hope to lose their cherries on prom night.

Jackie's led down an unfamiliar path.

Will a simple pat on the back from the boss cause a problem?

Sean's roommates begin to prey on him!

Lucy starts to give in.

Bigger things for Alex-Ah.

A forced nonconsent story in Fictional Dystopia of Allegoria.

Charlene and John set sail for the weekend.

Paul meets Emily.

A mom teaches her son how to be a woman.

Opa got Charlene ready for the yacht cruise ahead.

Quinn has the lead up to NYE. Plus the decision.

Jackie nee Froggie tests the waters.

Pledging Alpha Beta Kappa redone.

Barbara enjoys a weekend of complete submission to her wife.

Story about two friends search for love after heartbreak.

Steve and Doug share a special meal.

Went out on my Bday and ended up hooking up with a guy.

Max/Roxy comes out to all and enjoys group fun in cosplay.

Edna throws out the rules; Josh becomes Emily.

The perfect weekend ended but there's more to come!

Josh's mom helps him along.

An after hours encounter at the hair salon, with extra kink.

A short tale of sexual tension across a divide, of sorts.

Josh begins to explore himself.

Venturing out, good vibrations, and meeting Carlos.

A crossdresser enjoys a night out with their master.

Continuation of my "First Makeover" story.

The weekend I would never forget. And more

Jenny cucks John.

Froggie is reborn.

When a guy tells his girlfriend he likes to crossdress.

Nate is thrust into his new life as a woman.

The start of a holiday takes an unexpected turn.

Turning up at a smart party dressed like a fairy princess.

A makeover like no other transforms him beyond his dreams.

The Long Weekend continues.

My neighbor gives me dick for the first time.

Don’t go changing to try and please me...

Sissy finally taking it to the next step with Opa.

My first sex with a man while dressed as a woman.

Janice and Dennis try anal sex for the first time.

Emma is shared by Daddy and his friends.

The journey continues as Opa and C got closer.

Evan and his best friend continue their naughty weekend.

Barbara surprises Sasha with an outfit all her own.

The seduction trip.

A man is determined to get his girlfriend back.

The story of a young curious teen's transforming adventure.

Nate is signing a contract to spend 1 year as a trans woman.

Classes begin for our girl in disguise. Trouble lies ahead.

Sissy goes to adult bookstore to meet her blackmailer.

An unusual home run.

A debt costs a man his dignity.