‘crossdresser’ stories

Internship ended and I officially became asst. secy.

Many twists with a sad turn but a happy end.

Turning point after the storm.

Straight alpha male falls for a sexy Filipino ladyboy.

A young man is corrupted by porn and becomes a cock slut.

Increase in femininity before the storm.

Paula's old life crumbles and a new one opens up.

A May December romance.

Raquel’s Coming Out.

Mature man is feminized and submits to a Mistress.

Shy crossdresser finally gets first time.

Beverly accepts desires; Danny fears the worst is best.

A crossdresser's dream comes true at the adult theatre.

Blindfolded, pissed on and fucked by multiple men.

More crossdressed sex after being forced earlier.

A crossdresser's fantasy comes true.

Shemale is the star of a gangbang movie.

Danny made me promise him something one night.

Crossdresser goes out in public and accidentally scores!

Wife planned a visitor who caught me out as a sissy cuckold.

Step brother has sex with step sister and learns her secret.

Taking hormones and becoming a wife.

Raquel's Saturday at the nail salon.

I visit an all female spa with a little difference.

The Two Princes of Hearts.

Crossdresser housewife wedding anniversary threesome.

Becoming Leona and driver cum assistant secretary as well.

A Sissy is caught and blackmailed by a mysterious co-worker.

Sunday shopping and an emergency meeting.

Jessica's second surprise for Raquel.

Getting caught in my skirt at work and the new beginning.

A man, a crime, a dress, a deep desire.

A young sissy becomes the girl he has always wanted to be.

A quick hookup turns humiliating for Sissy Mike.

A walk in the woods becomes a dream come true for a sissy.

Story of crossdressing in saree for the sendoff day.

Crossdressing for annual day dance and more.

Raquel picks up a stud.

An almost 750 word project entry.

Essex Slasher's backstory and Charlie's torment continues.

Story of myself dressing in a saree on teachers' day.

Raquel's first "Girls' Night Out".

A tale of improbable love.

New tits, Julia embarrassed, first practice, near disaster.

The Woman Inside.

Raquel is introduced to Crystal.

First time having sex wearing lingerie.

David a long time crossdresser ventures into the real world.

Allison meets Raquel.

Erika's long weekend comes to an end.

"The New Toys".

College crossdress meets dream girl.

Julia has an idea about Ben.

My Sissy bitch gets abused!

Andy upsizes.

Jen's night as a bunny waitress concludes.

After months of texting, Sandy and Chanel meet.

Erika's long weekend with Mary continues.

Day 2 brings Breakfast in bed and intense fucking for Robin.

A Latex Crossdressers Dream. Part 6. "The Dream continues."

Erika's long weekend with Mary begins.

A background to my cross dressing and camming.

I was home alone trying on my aunt's panties. Or was I?

Dianne earns money and virgin twink Bennie learns how to.

Becoming a private secretary - and more.

Erika and Mary commit to a crossdressing future.

Wife decides to restructure her marriage...and husband.

Nick's femdom journey begins gently, but that won't last.

Trans surrogate wife decides to become permanent TS.

Mila is curious about her sexuality and seeks to remedy it.

Man becomes his sister and marries brother-in-law for money.

Day three of Lexi's trip to Dallas.

Jack attends Robin's 19th birthday celebration.

A Trans sexual week in Dallas.

Jack and Robin meet again and go to a special place.

Ryan Visits Janelle's Apartment.

A follow on from my first crossing dressing adventure.

Susan continues John's transformation.

Susan helps John become the women he's always dreamed of.

A Shy Man. A Sexy Crossdresser. A memorable first encounter.

The shrink is nicely wrapped.

Lana meets one of the two other gurls Fenny.

The sissy boy gets a new bikini & endures more humiliation.

Daddy's 3rd divorce hits him hard. What can I do?

Classic Christmas tale of blackmail and forced feminization.

Young Cd pleases her sugar daddy but wants more.

Do I need Rick's cock? Or Ken's cock...

A young man is fooled by his ex-girlfriends twin brother.

Danny gets a ride home from Mr. Roberts.

Janelle goes to a School Dance with Ryan.

After a dry spell and some time away, I welcome my wife home.

First time I dress for someone else's pleasure.

Laura given new name Lana and first humbling lesson.

He wears a dress when his wife is out of the house.

The partly true adventures of a rubber lover.

Laura, an Asian-American CD, takes a chance but things go.

Unknown desires are revealed by lover and GF.

18 year old gets to dress and become a slut!

A sissy's evening drive leads to a life changing encounter.

Sissy getting caught in a bikini.