‘roleplay’ stories

New glasses make you look like a librarian, lets test that.

Sam shares his Wife.

Transcript of a bro-sis role play I did here on literotica.

Hank is down on his luck, but a strange object changes that.

In D&D, bad dice rolls mean one thing: humiliating bondage.

You get divorced and call me? What do you want...? Hmm...

Jessie needs some kinky motivation to do the chores.

Dad mistakes his daughter for his wife during roleplay.

Keep your friends close...

Hank is down on his luck, but a strange object changes that.

Can he wait for his lesbian best friend to fall for him?

Husband has a few tricks in store as he surprises his wife.

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

Sumita spends a day as Chameli's maid in her house.

She steps out, He Steps in. Control shifts. A little burn.

Learning New Positions.

A Prisoner on Halloween Night.

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

The nudist colony calls and families bond.

A man and his wife move in with his mother-in-law.

Kelli's roleplay with her boyfriend continues.

A man and his wife move in with his mother-in-law.

A Family's Evolving Tale.

Cuckquean confession.

When the Pizza arrived, Mia just left her apartment.

Fantasy-based tale of pain and love and healing.

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

Overqualified for a job? Melt your brain with BBC cuck porn.

Pop sees how much I’ve grown.

My new friend takes me on a cock exploring D&D adventure.

Angie fucks her gigolo!

Silky Pajamas, Chilled Air, Heated Desires Unveiled.

Sandra and Amy made the ideal couple role-playing as chummy.

Denise and Raj have a memorable weekend.

Lisa Sammy and the boys grow closer inch by inch.

Locke's life devolves into a whirlwind of debauchery.

Some sexy VR roleplay quickly becomes a bit too realistic

A young widow is satisfied by her gigolo.

Regarding her fantasy and fear of hubby screwing other women.

Latina MILF Jo's initiation to skype sex with strangers.

Tim makes a shocking discovery about his wife.

You'll Regret Fucking Me, But You Won't Be Able to Resist.

Please, not tonight; please don't kill me.

"I'm a stupid cunt that asked for this."

A phone call gone naughty…

I am a whore. [F4M]

So secret I don’t think she even knew about it.

Percy gets his fantasies realized with the librarian.

One of my fantasies.

Unforgettable, Hot Sex at Comic Con.

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

A woman finds her wild side when blackmailed by a coworker.

Twin girls take advantage of Daddy's big cock.

Zoey meets a 'doctor' who helps her birth objects.

Margie Almost has Her First Client.

Joanna is taped enjpying the full DP experience.

She loses a fwb, but gains a new kink!

The school year ends with a bang.

An erotic kidnapping on a hot summer night.

Mom asks me to look after her daughter in the theme park.

The do it like gods!

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

A sound atmosphere for slavery roleplay.

Real life femdom roleplay inspired series - enjoy!

The adventure continues and Desert Fox is put to the test...

Luke returns home after being away and gets a surprise.

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

Daddy makes me cum while I work from home.

Sultan was given a gift... Start of a our first series.

Maddie & Leila's visit with Tina & Ruth, milking ensues.

Cooper prepares for the final stage with Locke and Adams.

The strongest knight in the kingdom.

You punish me for my bad behavior.

Her husbands fantasy becomes her reality.

The party doesn't go according to plan.

Boss fight, and the party cums together.

Changing the rules, and splitting the party.

The game continues, and things get harder.

It's official, all moved in.

Playing With Your Dumb Femboy

A letter between neighbors leads to interesting night.

Our 'First date" and jay surprises himself.

...of the Late Night Nerd.

Part One.

An unexpected sub surprises her unprepared Dom.

Dick and M’gann have kinky shapeshifting roleplay sex.

Chloe roleplays cooking me in bath as lamb dinner.

A quick quiz for exams leads to Anal.

Annie's Story Concludes.

A slut finds the love she thought she didn't deserve.

Diary of a Secret Slut - Seducing Doctor Full Examination.

Ash's boyfriend buys him a pair of pretty panties.

Complications arise

Femboy Uses Dildo When Alone

I Surrender Myself to the Devil; He Milks My Body and Soul.

A role-play spin on the classic gang-bang story.

Late Night Drives Turns Into Fuck Session w/ a Stranger.

Allison is at the mercy of her attacker.

Role play fantasy to be a prostitute for an evening.

You placed the magic collar on me and now I'm your sex slave.