Shy Wife Roleplay Stories

151,411 results
Orientation
Length
Source
Infinite Scroll

What Did You Expect?

by LaDonnicciola on Oct 15, 2017
Fetish

Sitting handcuffed to a chair wearing nothing but a thick, cute, pink princess diaper watching my wife of four years sucking a much thicker and longer cock than mine was not how I planned to spend last Wednesday night. And yet, that's exactly how it turned out. As soon as we finished dinner - which I, as always, cooked - Elaine told me she wanted to try some...

Crude experiences of a femboy

by Aelvir on May 22, 2017
Bisexual

Aelvir was born into a normal family with a young brother and one older brother. Growing up, he began to notice his body wasn't growing quite like the other males. He steadily began to recognize that his arms, legs, hips, and even overall body curvature wasn't at all similar to much of the males he sees, especially even at school. He even noticed that the ot...

Open in Reader

The Club's Newest Members

by DaisiesInWinter on Sep 17, 2017
BDSM

It had been a while since they had been out, so when they finally had some time alone they made plans to have a night on the town. At his urging, she dressed in a form-fitting black dress that was a little too short and tight for her liking and a pair of heels, and they headed out to a local dive known for live music and cheap drinks. They listened to a few...

Simple Life

by LittleYeezus on Aug 6, 2020
Amateur

Little Author's Note Start game now to get the full experience, almost every choice has a repercussion of some sort so i would appreciate it if you could play the story as it was intended to be read. It's a really long story and it takes it's time to fully develop the main characters so be patient and brace yourself for an extensive romantic journey, the fir...

Open in Reader

First Time Submission Pt. 01

by wifehas36dds on Mar 26, 2019
First Time

They had discussed it a few times over the years - should they include a third in their sex life? He was all for it from the beginning, but she wasn't so sure. But he kept at it, bringing it up every now and then. She finally agreed that maybe the next time they were on vacation, something 'might' happen. They had been married for nearly 20 years, but were...

Trading

by WFEATHER on Sep 16, 2017
Transsexuals & Crossdressers

"I have an idea, honey," my wife began in a tone which suggested that she had a sexual idea which she wanted to try. That was how we had begun breath play, with me strangling her with the belt of her favorite robe while I made love to her. That was how we had begun experimenting on occasion with bondage, discovering how she enjoyed being teased while restrai...

The Things in the Closet

by CherBaby on Sep 16, 2017
Novels and Novellas

Clutter. My skeletons make for nothing but clutter. I have so many skeletons in my closet, that you might mistake it for a cemetery. The bones buried there are generally hard, and I have touched each one individually, fingered each one languidly. There is no flesh to be found in this fantasy, so sorry Mr. Idol. I have been a slave, a pristine daughter, a v...

Another Fantasy Story

by SoNaughty on Mar 18, 2020
Erotic Couplings

I went to the grocery store and got a few things and was just about to leave when I seen the most sexiest guy I have ever seen standing there at the entrance. He was talking to someone but when I walked by he looked up and he just started grinning at me! I could not figure out where I have seen him before but he did look familiar to me! I went outside and...

Science and Fake Cuckoldry Pt. 03

by Watcher50 on Sep 12, 2017
Loving Wives

Final part of a three part story. About a husband's and wife's "near cuckolding" experience. If stories about cuckold thoughts and roleplay disturb you - you may want to take a pass. ***** It had been nearly a week since Janet and I had discussed the possibility of hiring a male stripper to act as a prop as part of one of our future lovemaking session. Up...

Shattering Crystal

by KingBandor on Jun 5, 2019
Loving Wives

A fairly short story of another relatively common LW theme with a Bandor twist. Google Docs says it is 4094 words. There may be a part 2. I'm thinking of something fun that could work. ------------------------------------------- I made my way back from the men's room and was just turning the corner when I caught sight of my beautiful wife Angie sitting at...