Lost Bet Strapon Stories

183,182 results
Orientation
Length
Source
Infinite Scroll

Wife Re-Trains Her Husband!

by Freakboy80 on Sep 12, 2017
Loving Wives

Tim and Nancy had been married for over ten years. Tim was a construction worker and Nancy was a nurse. For the first few years of marriage everything was great, but as time went on Tim became more and more unhappy in their relationship, and started becoming aggressive towards Nancy. On a few occasions Tim, in a fit of rage hit Nancy! Tim was a "mans man" ki...

You Never Know

by Shady_Lady on Sep 16, 2017
Letters & Transcripts

Note from the Authoress: For any one who has read the Julie Journals they will know I always mention that my stories are a mixture of fact and fantasy. The content of this story is pure fantasy but the characters are fact. For that reason I have not included this as part of the Julie Journals. It is dedicated to a woman who I know and love very dearly. * *...

A Wedding Night Pegging

by pwlrstr on Sep 12, 2017
Fetish

"It would be more of a big deal if it was the first time," Jon had said, instantly regretting that it sounded a bit negative, when his fiancée Naomi had asked if he was looking forward to their wedding night. "I mean, I don't really believe in saving yourself for marriage or any of that crap. I think it's definitely been a good idea to have lots of sex first...

Lucy 01

by Gullos on Sep 12, 2017
Fetish

I – Forcing Dan into my cumslut It is incredible. Unbelievable what just happened on the last weekend. A big milestone turning hubby into my private little cumslut. And the best thing: He hates cum, what makes me even hornier every time I think about it. The more persisting he is in not being gay, the more fun I have thinking about the plans I have for the...

Women Enjoying Naked Men Ch. 03

by escriterra on Sep 13, 2017
Fetish

The muscles in her hips she had pressed into use as she fucked fantasy-Darrian the night before were actually sore the next morning as Taryn went through her gym routine. It was a delicious soreness. She looked forward to exercising those muscles so they wouldn't be sore. Taryn was ready. She just couldn't find a guy to peg. So it was good ol' dependab...

Hotel Fun

by Boone3030 on Apr 21, 2020
Loving Wives

The Adventures of Tim and Laura continue with a weekend trip to a hotel with Mistress Laura in charge. ————————————————————— "How does that cage feel?" Laura asked Tim innocently, as they were nearing the hotel, while playing with the key on her necklace. "It feels good, it's not bothering me," he replied. "How about now?" she asked as she leaned over t...

Happy Shavesgiving

by 9volt on Dec 24, 2019
Fetish

I woke up, to the most wonderful feeling in the world, as Brandi's lips were wrapped around my cock. She smiled and winked at me as I opened my eyes. She released my cock and caressed my balls with her talented tongue before returning to the head of my cock and slowly, teasingly, gently engulfing the head of my cock. I was close and she knew it. Suddenly s...

Jeff Explores His Fantasies Pt. 04

by majorpayne_1342 on Apr 13, 2020
Transgender & Crossdressers

For most of my life, I was always the shy kid. I barely had any friends. So experiencing everything I had this past week filled the void I had inside. I spent most of my birthdays alone and hardly received any gifts. This year, however, was going to be different. I never expected to receive the gifts I was given that year. First, taking things further with R...

Tits Have Benefits Ch. 06

by hottchic on Sep 18, 2017
Transsexuals & Crossdressers

From some of the feedback I got it seems like people enjoyed Andrea's sexual adventures last time around, I did say that the wedding would be described in this chapter but wedding preparations take time so now the wedding won't happen till the next chapter. Also Andrea meets up with her sister whom she has not met for some time and another social taboo gets...

Power Plays Ch. 15

by Ice_Tease on Sep 16, 2017
BDSM

Author's Note: Thanks to TexasWriterGuy for not only editing this story and his suggestions. * Sitting on the bench behind the wheel John watched as Alayna and Janice approached from opposite sides of the boat. The sunlight off the water reflected nicely off their naked bodies. Janice walked directly to her husband giving her chest a little wiggle as she l...