‘crossdresser’ stories

An interesting dinner and my first threesome.

Children don't always meet your expectations.

Maid uniform and playing with my toys.

Every relationship has problems. But can they be fixed?

Sabrina goes to a party in Beverly Hills.

The big night comes!

Cassie's fetish evolves as the night with Anna continues.

A change in plans sometimes gets a lot more complicated.

CD goes on Interview in lots of pink, of course she gets it.

A girl having fun!

Patti takes their friendship to the next level in Part Two.

Learning to be a slut.

Discovering the girl inside.

A photoshoot.

Monica and Sarah continue their fun.

Michelle spends the morning after with Ms. Allison.

CD makes a purchase at an adult store it changes her life.

An introduction to sissification.

My domme ex girlfriend finishes what she started.

Man finds a very strange yet familiar person in a coffeeshop.

Wrapping up with Mallory and her partners.

Wife takes lovers and I dress up.

Leah meets Amanda's wife Olivia and they get acquainted.

Cassie goes deeper with Anna.

After discovering who my client was, I hoped to see him more.

A proposal and a new experience.

A weekend swap and returning to "the scene of the crime."

Moving in and a wedding.

House sissy starts to take her role seriously!

Encounters with new lovers.

Welcome week starts with a bang (at a frat party).

Moved to a new city. A good jumping on point for new reader.

A chance encounter at school and a night of pure passion.

Trans Emma experiences cock docking with boyfriend.

Crossdressing Park Ranger meets some of guys on the trail.

I ask my best friend to let me give him a blowjob.

Never know who you'll meet... on the street.

Andrews first day as house sissy!

A Crossdresser has the Best Valentine's Day.

Initiation turns out to be more than Andrew expected!

The Cheerbois take on HellWeek, and Brit makes a big choice.

A gangbang. Meeting up with old friends and new.

Sharing secrets.

From being blackmailed, to getting ready to start a new life.

A Parody, A Wife introduces her CD husband to an Admirer.

Tammy and the frat boys agree on a big deal.

My wife calls me on my secret and indulges me.

Jess struts her stuff.

The morning after.

I go on a public date with a new man who might be the one.

A shy CD comes out of the closet with an experienced tranny.

Wife is surprised her CD husband and her Father are dating.

My sister wants two bridesmaids but one has broken legs.

Sheila gives Franko a big sendoff.

Caught by wife & accepted. Anger to Love.

Pet for Mistress.

Experienced, slutty crossdresser moves to a new town.

Sissy Sammantha gets used and abused.

The beginning.

Trans girl cannot resist going all the way on her first date.

Bouncing back from a bad relationship was never so easy.

Candy stops by to clean herself; Mr. B has other plans.

Candy goes to the movies and is caught off guard.

I may have over committed to my girlfriend’s costume idea…

Two lonely people discover one another on 'alone & miserable' day.

Sammantha finds that saying no isn't an option.

The honeymoon.

Hubby tricked into sissy cuckold lifestyle

It's 1988 and a CD goes on vacation to lose her virginity.

A double-booking turns into so much more fun.

Chrisofer explores his feelings for Jezebel differently.

The wedding.

Exchange student blackmails his Asian sissy housemate.

Secretary sex and spanking.

A sissy has to choose between obedience or unwanted exposure.

The nightmare continues as John is offered an ultimatum.

Rotating game nights has benefits

Brian dives deeper into sissification and anal sex.

I fell in love with a really special girl.

Continuation of me being turned into a man’s personal slave.

CD discovers herself with help from her friends and family.

A first taste opens up a new life.

Nice people at the adult shop help me boost my confidence.

Mia is invited out for a boat ride by an older man.

Sherrie becomes even more adventurous.

Michelle marks her 3rd month w/ a date night with Big Mikey.

Paddlewheel adventures.

Sherrie opens up.

Tied up and used by the boss in the basement, or was it him?

Business turns into a quid pro quo Fiesta gangbang.

Derry is introduced to Victorian undergarments.

Derry goes Victorian.

A wildlife photographer meets his "doll".

Surprise! A crossdresser has a wonderful Christmas Eve.

The final leg of his trip with a crackwhore and pimp.

Abby learns a new meaning to the word humiliation.

Santa fucks crossdressing femboy sissy Chrissy.

Candy falls deeper as Mr. B invites her to a threesome.

Mr. B continues his abuse.

A crossdresser's life changes over the course of the holiday.