Deflowered By Strapon Stories Stories

345,092 results
Orientation
Length
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The Bar

by Seurat on Sep 1, 2017
Humor & Satire

Just another in the long list of diversions which keep me from finishing things I have promised. This time around, my sarcastic nature got the best of me, and I decided to take a look into the world of the characters in the stories some of us like to read and write. What do they do when stories aren't being written? No sex, not really erotic, and meant to b...

Bath Time

by skier_nw on Sep 13, 2017
Anal

From her perspective: I set the mood for the evening and in the bathroom there are candles, soft music and a tub full of hot water. We slide in together and after much kissing and soapy caressing I lean you over the edge of the tub, head out...so I can sensually cleanse your ass. I use thick and creamy soap making lots of yummy lather. The hot bath relaxes...

Strapon Tales

by thesub on Oct 8, 2005
BDSM

There are tales of the Strap on Sex Variety. I want to see girls giving to guys up the ass with a big strap on cock. Choose from one of the options below: The first scenario is you get sent to and all women’s prison but you’re a guy. You get caught for reckless diving but the male prison is over crowed. So you get sent to a rough prison with corrupt female...

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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...

Mr. Asshole, My Submissive Super

by Goddess_Meanie on Mar 7, 2018
BDSM

Let Me tell you about me. I mean, what I want you to know. I really do enjoy the life I live, I wouldn't trade it for the world. It wasn't always good though. All my experiences have brought me to where I am today. I like to think I'm a great judge when it comes to people. I can spot a weak man a mile away and once i have them in my grasp I do what I want wi...

College Clinic Doctor

by escriterra on Sep 25, 2017
Fetish

Submitted here is a reworking of an earlier piece posted to the now-defunct blog I mentioned in the description to the last item I placed here at Literotica. With apologies for being so engaged with the characters and their pecadilloes in the story I am currently working on, I have taken a brief break to---I hope---improve this story of a female doctor's int...

Milkmaid at the Back Door

by Cumfusion on Sep 13, 2017
Transsexuals & Crossdressers

This is a sequel to: 'Cherry deflowered at beach party' After all the guys had done me so forcefully I just felt so thoroughly fucked. Once I had been allowed to get back on my feet and take a few steps all I could feel was this slimy stickiness between my bare thighs. The problem was I just couldn't control my bum any more. I tried hard to clasp my anus b...

Play As I Say

by mobyCock on Sep 12, 2017
Group Sex

It was one of those afternoons after it had rained in the morning where it was unpleasantly muggy. Even inside, even without having looked out the window, you can feel a sense of lethargy in the air that just discourages consideration of heading out, especially if you've been inside most of the day. It's hard to meander around a one bedroom apartment, but I...

James Bondage Quickies

by James Bondage on Apr 22, 2025

This is a collection of my smutty short stories. They're typically 2,500 - 3,500 words, though some go as high as 5,000+ words. When I publish them on other sites, I often get comments from people wishing they were longer; that they would be continued and perhaps even developed into full series. I wrote these Quickies intending for them to remain one-shots,...

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Mike Meets Jenna and Her Strapon

by Boxlicker101 on Sep 14, 2017
Toys & Masturbation

One Friday afternoon, Mike Harris was about to leave the school when he was stopped by Monica, accompanied by another young woman. "Hi, Mike. I hope you didn't have any other plans for tonight because you have a date with us." "Us?" "Yeah, me and Jenna here." Monica's companion, even though she was smiling, was thin and unattractive. "Glad to meet you Mik...