Shy Wife Roleplay Stories

151,411 results
Orientation
Length
Source
Infinite Scroll

Sex Gadgets

by Kirthg1 on Oct 22, 2018
Science Fiction

Looking around the Sex Shop, Jake stumbled upon the small electronics section of the store, located in the back corner of the shop. Here, behind glass displays, he found several CD's containing songs, software, small electronic devices, computers, cards containing addresses for downloading apps off the web, and more! "Ooh man, this stuff seems so COOL!&...

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Nights at the Gas Station Ch. 02

by urbanslut on Sep 14, 2017
Loving Wives

"Sorry, we took so long." Jill said as she walked into the store five minutes later. "It's ok." I said, keeping my eyes firmly on the page I had been at for an hour now. A few seconds later Troy walked in. I looked up and saw he was sweating. Sweating like he had just finished a workout which, well, he had. He ambled in my direction, and started getting be...

Reversal of Fortune

by Gudzinya on Sep 13, 2017
Erotic Couplings

I wasn't used to this. I wasn't used to not being in control. Nikki and I had used bondage in the bedroom on more than one occasion. It was a favorite of both of ours, actually. But Nikki was always the one who was bound and I was always the one making her my captive. Which meant I was always used to having her at my will. With her sucking my dick, I was al...

Daddy Issues

by modestone32 on Sep 16, 2017
Romance

An 18 year old Schoolgirl and her Sexual Roleplay You met him on the internet, this older guy. You got along well and you'd shared your fantasies with him. That you got off on the whole Daddy/Schoolgirl thing. It excited you that he confessed he got off on that too. That you were still at school yourself and so actually were a schoolgirl and that he was old...

What a Hallmark Movie Should Be Like

by YoungSub13 on Dec 10, 2019
BDSM

It was Christmas Eve and I was all alone in my small shitty apartment. Everyone I knew was out and about spending time with their friends and families, experiencing the magic of the holiday season. Wow, those words leaving my mouth really pissed me off. Don't get me wrong, I'm not like the Grinch or anything, but I'm single, never married and no kids. My f...

Guardian Angel

by cameronfair on May 27, 2018
Fantasy

Hi everybody, after getting story of the week I've noticed a huge influx of viewers which is amazing :) Please, if you like anything in my story specifically like a kink or just a certain sex scene, please like it! This tells me what people are into, what I should write more of (and what I should write less of). I'm constantly changing and updating previous...

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Mr. Donovan and His Sitter

by PrettieKittie on Jul 15, 2019
Romance

Lily My hand shakes as I bring it up to ring the bell. Once I take it off the button I shake it out to help release some of the nervous energy flowing through my limbs. A loud thumping sounds from inside. Next comes a deep voice making monster 'roars' followed by some childish shrieks of excitement. I can't stop the smile that breaks loose even through the...

We Have to Win!

by CharlieGG on Sep 13, 2017
Loving Wives

"We have to WIN!" my wife slammed her fist in mock anger as we sat on our deck, drinks in hand. "Okay, okay!" I laughed, holding my hands up in the universal signal for "I give up!" Every year our friends hosted a costume party for Halloween and every year, in large part due to our crazy, hectic schedules, Donna and I ended up cobbling together last-minut...

Four Square Ch. 01

by WifeWatchman on Nov 12, 2019
Novels and Novellas

This story is part of an ongoing series. The chronological order of my stories is listed in WifeWatchman's biography. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story contains graphic scenes, language and actions that might be extremely offensive to some people. These scenes, words and actions are...

Green Skinned Fucking

by Shassar on Jun 19, 2017
Fantasy

The air is musty. The stone floor feels cold and damp. Books, tomes, grimoires and codexes sit haphazardly in piles so tall that they touch the ceiling. The chamber isn't dark, but the fire under the bubbling cauldron doesn't illuminate it much either. It makes the shadows dance with otherworldly life, as if possessed spirits and demons. An elderly man with...

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