Shy Wife Roleplay Stories

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Roleplaying the Lifestyle

by Cum4theCumGod on Sep 23, 2019
Loving Wives

I'm not sure when it started, the fantasy I had. It could have always been lurking in my head somewhere, even before I met my wife, Jordan. I distinctly remember a conversation early on in our relationship, when we were just dating, about certain fantasies. One of hers was a threesome with two guys, but as she put it, that will never happen now that 'we are...

The New Neighbors

by tedsgirl on Sep 19, 2017
Group Sex

The BBQ Patti walked out onto the back deck carrying a plate with steaks and hamburger patties for the grill. "Hon...I've got the meat." she called out to Ted as he made sure the grill was hot enough. "You got it this morning too." Ted says with a laugh, remembering their love making session early this morning. "Oh yes I did and I loved it." Patti repli...

Banished Pt. 18

by Kousakacomplex on Nov 16, 2020
Sci-Fi & Fantasy

Author's note: Special thanks to Ardon G. Fowl, Jack Gwen, Reversal, Swedish Millionaire, and VC whose contributions made this chapter possible. Enjoy the chapter, and as always, please don't hesitate to leave a comment! I love hearing from my readers, so don't hesitate to tell me what you loved, hated, or what you'd love to see more of in the future. :D *...

Cuckolded by Disgusting Neighbor Ch. 08

by vyasya on Sep 13, 2017
Loving Wives

Story continued due to the encouragement I have been receiving over several years. I would encourage fellow readers to try alternative, parallel development of this story on their own if the beauty and beast subject excites them. The story contains strong cuckoldry theme; please stop if this offends you. Manisha had reserved a restaurant that was quite...

Midsummer Legacy - Roleplay

by MrIllusion on Dec 12, 2018
Anal

Note: This story is a sequel to the Midsummer and Midwinter story series. More precisely, it's a bonus story for my followers who have read those two series a while ago. It can also be read as a stand-alone, with a few paragraphs explaining some of the background. Edited by: Pope1944. Thanks! *** Well, it looked like three months wasn't enough time for m...

My Wife Took Teasing Too Far

by Wombraider12 on Sep 16, 2017
Loving Wives

For years now I have given my wife subtle hints or tried different things to get her out of her sexual shell. We had all kinds of sex toys, most of them never used. Despite having the chains, blind folds and whips I got us to try to bring more passion we never used anything besides simple vibrators. She was very beautiful but always lacked the confidence to...

Wife and the Computer Guy Ch. 02

by MasonsRax on Jul 9, 2019
Loving Wives

To say Todd had the birthday of his dreams would be an understatement. What 18 year old boy wouldn't want a woman to parade around in front of him, showing off her 40D tits, allow him to play with them and then get naked for him? Well, that is exactly what my wife Sheila, the exhibitionist, did and had a great time doing it. Her plan, after we first met Todd...

Mistress Red Fox Becoming a Devotee

by His_fag_wife on Sep 24, 2019
BDSM

A story of what might have been a dream. Names have been changed. *** One evening I was looking through profiles on a BDSM website and came across one for a local Mistress, she was developing a new dungeon and she was asking for suitable subs for her to try it out on. Someone to test the new equipment and layout on. I read the ad over and over again, this...

Husband Encourages Wife

by Mike2012 on Sep 24, 2019
Loving Wives

Warren was in the bedroom when he heard the garage door open. He smiled knowing that his wife Laura was back from work and they had the house to themselves. Their eighteen year old son, Justin, was out with his friends. As she walked into the bedroom, Warren said, "Hey honey...looking very hot." She was wearing low rise dress pants that tightly hugged her d...

Sharing My Wife Amanda Ch. 11

by Syzoth on Jul 2, 2018
Group Sex

"Are you sure about this?" Amanda asked me. "This is our last chance to turn back." I had to stifle a laugh. During the past year, my wife had slept with a multitude of partners with my full consent. I had thoroughly encouraged the extramarital trysts because the mere thought of her fucking other people aroused me to no end, but, more importantly, it made h...