‘roleplay’ stories

The boss takes his intern out during lunch.

Family fun with Dawn, Richard, Cindy and Josh.

Mom gets a girlfriend and they both become his lovers.

Jenna gets taken after work by a stranger.

Jake checks out if "Sissy Training Facility" is a real place.

Mother and son explore fantasy ravishment.

Baby girl thanks daddy in a special way.

She has no money so the lawn boy takes her instead.

Wendy if forced to participate in Chris's D&D game.

My sister in law needs roleplay.

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

Tropical seduction and Risky roleplaying w/ Susan and Gabby.

One man's experience with busty twins.

Sister wants a helping hand to wear saree. Gets much more.

Young woman visits her "daddy" for the first time.

Mom and Son role play.

He surprises his wife with some anniversary roleplaying.

Kimmy meets a visiting professor.

An anal cumming of age sex adventure.

She made him an appointment for an embarrassing physical.

Sarah makes a bet with dire consequences.

A public encounter with a stranger at a hotel.

A quiet professional flutist secretly loves pet play.

The game continues, and things get harder.

They'll do anything to give Iris a chance.

Sue and Harry meet pleasant and unwanted people.

Lydia seeks extra credit from her university professor.

A tired Christine is grabbed and violated on the stairs.

Husband comes home to find trouble waiting for him.

Mom starts exploring taboo sex - maybe I will be next?

Anthony went to the convention for art but deals change.

At the hotel, what's her fee for a tease/denial role-play?

Jesse and I start the long hard weekend.

Hayden meets an Older Man online...

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

Tim makes a shocking discovery about his wife.

An unexpected visitor makes Valentine's Day unforgettable.

A married couple explore their boundaries.

Elizabeth Olsen roleplays with a stranger at a hotel.

Things we discovered about ourselves.

Strangers share a Mother and Son fantasy.

She cleans up on his fantasies about nude maid service.

Anne gets force-fucked on her vacation.

Allison is at the mercy of her attacker.

A strange monolith suddenly appears on campus.

Hayden gets introduced to something new...

His wife leaves and everything changes.

His LARPer roommate decides to try out something new.

Post auction, Sarah meets an old friend during her "badging".

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

She pretends to be asleep while he fucks her ass.

Things get heated and complicated between Shannon and Elise.

Mike takes Jenny to the club.

Daddy punishes his Greedy Little Holes.

A local MILF has need of my... services.

Chasidy springs her sexual trap, Wendi admits the truth.

It's not what it looks like!

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

Husband plays Chauffeur to his Hotwife's adventures.

Frank makes a second visit to Club Paradise.

Her transformation is complete.

Mommy needs to cum.

A bit of naughty, teasing roleplay between two lovers.

Domination and submission between a student and her tutor.

A wedding, business expansions and kids.

The woman of his dreams?

Emily puts her new red dress to work.

The nudist colony calls and families bond.

Wife get hired for the night by her Husband.

When the line between reality and imagination is blurred.

It must be so much more fun to indulge with *Mommy* right?

I used to masturbate with my brother.

He was unprofessional and she forgot to change.

Fucking-VIP only. CEOs and movie stars.

Confessions of a CompSci Cumslut.

Husband & Wife hotwife massage roleplay.

Complications arise

Lesbian sisters practicing sex with each other.

A slayer's first dragon takes a bite out of her heart.

Midnight visit from a nonexistent sister.

Just a little mommy futa fantasy (in 3 parts).

Kidnapped tourists coerced into becoming porn actors.

Chelsea joins a DnD group that's into heavy roleplay.

My past comes back to haunt me.

Boss fight, and the party cums together.

Michael pleasures best friend at a glory hole.

The sisters' naughty roleplay gives their brother a treat.

Holidays can be filled with surprises.

Two encounters in college, one with my cousins.

These are some roleplaying scripts to help get you started.

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

A incestual roleplay fantasy nearly fulfilled.

An affair? The whole story not just his. Love, needs, Truth.

Anything that Claire writes down becomes true.

She roleplays as the Taiwanese exchange student he lusts for.

Lewis does a good deed and gets to spin the wheels.

My girlfriend and I pretend she's getting two cocks at once.

Daddy welcomes a special visitor to replace babygirl.

My Wife and I Fuck The Innocence Out of Our Neighbor...

Sometimes lesbians need a straight man.