‘roleplay’ stories

Cop roleplay + almost getting caught by the boss = AWKWARD.

Rubbing Raymond's genie the right way!

Playing With Your Dumb Femboy

Everybody loves a little roleplaying.

Pretty Woman, Risky Business.

Alex in jeopardy at the movies.

Kiernan Shipka and Jon Hamm reunite at a Hollywood party.

Luke returns home after being away and gets a surprise.

Frank makes a second visit to Club Paradise.

Dani plays with fire in her second game of Craps.

Locke's life devolves into a whirlwind of debauchery.

Brandon and Josh's fling deepens.

Episode 7: Can I Call You Brother And Sister?

Gloria gets more inventive in role-playing as her daughter.

Mike inherits a home full of fuckable monster girls - Part 4.

The players add an 'Expansion Set' to the D&D game...

If you don't ask, the answer is always 'No.'

Rob and Sandy's third date.

I get invited to MILF Poker Night!

Rolduin gets to know Nissa a little better.

Double dose of cosplay.

Meeting for the first time.

Closure.

The finale and a new friend!

Andy has a turn playing "Professor Rook"...

Things get steamy with an after-hours customer.

Fun and bonding in the Big Apple for Jane and the boys.

The mystery of John's parentage is finally revealed!

Boss fight, and the party cums together.

Dungeons and Dragons leads to an unexpected adventure.

A wedding, business expansions and kids.

Four new cases all at once for the TCPD Team.

Back in the real world, Noah looks towards the future.

Living with your ex can get hard...

Daddy makes me cum while I work from home.

For the right price, she will be the daughter of your dreams.

My aunt and I get even closer.

Sex with Sophie next door, at last.

A sexy scene from Chaperone Cantrell's point of view.

Relationships are interfered with, reality sets in.

Changing the rules, and splitting the party.

Taylor Swift becomes Miss Americana for the night.

So, is Nicholas, like, okay?

Sun-young plays with her slutty secretary during a hideout.

Mark and Amber begin to experience each other sexually.

A lunch date leads to a sexy surprise from Alex.

Their romantic and erotic relationship deepens.

Keep your friends close...

Your best friend's father makes your fantasy come true (M4F)

Liam Returns.

New roommates explore in lockdown.

Sierra Club arrives; role-play is hot; Nick gets rough.

Chasidy springs her sexual trap, Wendi admits the truth.

Izzie's roommate's obsession expands everyone's horizons.

Dylan tries to get out, but just gets sucked in deeper...

Happy Endings VI: Sara goes to tryout and play for her team.

Anjali plays hard to get.

Our demonic couple indulge in a little dark roleplay...

Quinn and Santana enjoy some roleplay.

Dirty work for the Magistrate, and a Goblin war.

Liv treats herself to her neighbor, and costumes.

Dan's new limits; Sandra gets to play the Sexy Nurse.

Arthur & Kelly dine while the girls have a night out.

David and Jacqueline start a new chapter together.

Episode 8: Can I Do It This Time?

Erotic stream of consciousness about a forbidden tryst (M4F)

A free-use university - Ch 4: A day in the life of Jacquelyn.

Experimenting.

I'm introduced to my new girlfriend's best friend Jen.

Regarding her fantasy and fear of hubby screwing other women.

Tom is off to see the fairy queen.

Things get heated and complicated between Shannon and Elise.

My second time with Angie, so hot it got the police involved.

Dealing with the soon-to-be ex-girlfriend.

The game continues, and things get harder.

Cooper prepares for the final stage with Locke and Adams.

The guys have a plan. Will it change things with Maddie?

The Unconquered strikes out to destroy the Regent!

A Hallowe'en Date You Won't Forget.

Victorian maid roleplay and a couple becomes a throuple.

Annie takes her chances on the block.

Mike continues his sexual exploration through space.

Fucking-VIP only. CEOs and movie stars.

The school year ends with a bang.

Rachel Stark joins Elegant Escorts.

They'll do anything to give Iris a chance.

A Family's Evolving Tale.

A friend's plans bring adopted brother and sister closer.

Dan has a religious experience, and a date with Destiny.

Anthony went to the convention for art but deals change.

Daddy and daughter invite Sarah to join the family.

Booty call interrupted, but her teacher Mom wants to sub in.

Come Again, Martha

Bear makes Jason his bitch again.

Our adventure with our neighbours continue.

Halloween brings new roles for Doc and Mallory the sitter.

Saying Goodbye and Hello to Love on Kauai.

Mature female purchases role play.

A French connection.

I ditch my cheating girlfriend in favor of her sister.