Cuckold Strapon Stories

8,753 results
Orientation
Length
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Infinite Scroll

A College Professor's Discovery Ch. 02

by escriterra on Sep 26, 2017
Fetish

(A note of appreciation to the readers who have voted for the first installment of this story in the contest underway here at Literotica until Nov. 2, 2010. Your votes in the Fetish category under "Awards & Contests" on the Bulletin Board are much appreciated—I am delighted you have found Dr. Sherrie Mathison's journey on her way toward completing her anthro...

A Visit to a Mistress

by fun4all6969 on Sep 19, 2017
Fetish

I have always craved humiliation ever since I was with a girl who humiliated me for my premature ejaculation and my small penis. I saw an ad online for a girl who loves submissive guys and we chatted back and forth for about 2 weeks before my business trip took me to where she lived. She told me it would be $250 for the domination session and that I had to p...

Gigi's New Slut

by Newnubianqueen on Sep 18, 2018
Interracial Love

Gigi was the type of women men wanted to be with and women wanted to be like. Her energy would either draw people to her or intimidate those who couldn't handle it. Standing at 5'10", she had sizable DD breast, a small waist, a muscular yet curvy physique, and chocolate candy coated skin, she was irresistible. She rushed into the hotel lobby wearing stilet...

Panty Husband Gets His Wish

by DrLit on Sep 12, 2017
Fetish

My wife was never real excited about me wearing panties. Then about three months ago while we were out to dinner, she actually suggested I wear her panties if I really wanted to wear panties. I was so excited to have one of my fantasy come true. We went home after dinner and I got out her ""fuck me" panty box. A few older pairs were less skimpy than the ne...

My Anal Punishment Fantasy

by BarbieLez on Sep 11, 2017
Anal

Author's Note: These short fantasies started off as weekly mini-stories for my readers, but the newsletter was shut down because autoresponders do not accept adult content. I thus decided to publish these fantasies for free for my readers to enjoy. It is meant to entertain, so please do not leave hateful comments if everything is not perfect. I am only human...

Girlfriend Does Camping Neighbors

by fun4all6969 on Sep 12, 2017
Loving Wives

My girlfriend Jeannette and I have been dating for the last 18 months. She is 24 and has a great body that she loves showing off. Normally around the house she wears only a short, thin robe and sometimes nothing at all. Jeannette is around 5'2", 100lbs and 32b breasts. After we dated for about a month I took her to the local adult video store. The first time...

New Explorations - The Finale

by DoctorSocrates on May 11, 2020
Interracial Love

"What's that?" I hear as I open my eyes. Aaron is pointing at the strapon that you left hanging from one of the chairs. I hear you giggle as I can feel my face flush. "It's a strapon," you explain, going over and bringing it back to Aaron so he can get a closer look. "But what did you do with it? Did you have another girl here?" Aaron asks, confused. "No...

A Second Life Ch. 08

by Mang0nel on Sep 13, 2017
Group Sex

This story follows on approximately one month after "A Second Life – Chapter 7". Once again, all the characters, places and events in the story are pure fiction and straight out of my active imagination. I do not accept any responsibility for any resemblance to real people, places or events that occur anywhere. ............ Zach sat at his desk in his off...

A Second Life Ch. 07

by Mang0nel on Sep 13, 2017
Group Sex

This story follows on from "A Second Life – Chapter 6". Once again, all the characters, places and events in the story are pure fiction and straight out of my active imagination. I do not accept any responsibility for any resemblance to real people, places or events that occur anywhere. ............ The dull throbbing ache in Zach's head was the first th...

Strapon Heaven

by tinaneesen on Sep 14, 2017
Erotic Couplings

I had bought the strapon ages ago when I was having an energetic affair with a fairly hard core lesbian. It was black and big; a good seven inches in length and more importantly about two and a half in radius. Those measurements meant that it provided an extremely good fuck, though I never quite understood what an avowed penis hating dyke got from me fucking...