Anal Strapon Stories

47,032 results
Orientation
Length
Source
Infinite Scroll

Wife's Friends Anal Ch. 05

by Ilovetoeatsperm on Mar 12, 2019
Fetish

It's Saturday morning and my wife asks if I'm ready for tonight? I say what do you mean? You are getting your ass fucked tonight, remember? I chuckle, yeah I'm ready and actually I've been pretty horny and looking forward to it, It's been a few weeks since I've been plowed really good. I want to be stretched really big and wide, it'll feel real good. My wife...

Women Enjoying Naked Men Ch. 02

by escriterra on Sep 13, 2017
Fetish

The coming days and weeks for Taryn were educational. While she didn't become a porn addict — there were days at a stretch when the busyness of her life meant she didn't take time to surf for pictures or videos to learn more about her own personal turn-ons — she almost always squeezed in at least one satisfying masturbation session most days, the screen in h...

Blonde Fucks Blacks Ch. 19

by Samuelx on Sep 11, 2017
Anal

There is nothing my husband and I enjoy nothing more than a rigorous session of strap-on sex after some hot nude wrestling in oil. We’re both wrestling fanatics as well as first-rate sexual adventurers. My name is Helen Otis Howard Robson. I live in the city of Boston with my husband, Jonathan Jay Robson. I’m deeply in love with this man. He’s also my first,...

Happy Birthday Threesome

by mothman34 on Sep 4, 2018
Transsexuals & Crossdressers

"Happy birthday baby," my wife Tina said as she wiped my cum away from the corners of her mouth. "I hope you enjoyed your first gift." "My first gift??" I replied. "You'll see," she said with a mischievous grin as she got up from the bed & walked into the bathroom. Waking up to a blowjob from my beautiful wife, maybe this will be a good birthday, I though...

Punished Asian Shoplifter Ch. 11

by asianspankee on Sep 15, 2017
Anal

It's now time for my second to last punishment session at your office. It's going to be another after-hours one, which hints that something unusual is going to take place again. I cringe at the thought of what else could it possibly be that I haven't been subjected to already? Well for starter, when I walk into your office there's an odd-looking wooden benc...

Pegging Tales: Justin's First Time

by hfernandez1983 on Sep 13, 2017
Illustrated

*-*-* Pegging has been a topic that I have wanted to write about for a very long time. In my personal life, I have yet to do it. It has long been a fantasy that I felt has been left unfulfilled for a while. I have read a lot of stories on the topic and have loved most of what has been published on Literotica. So I thought it was time maybe I write a story o...

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...

Boat Ho Ch. 15

by rckplsky on Sep 15, 2017
Anal

All good things must come to an end and Alex realized this quickly. Her cast was set to come off in a few days and the USS Tet Offensive was getting ready to hobble back into San Diego. He time at Pass & Decal was running out. She had gotten used to working with the other rejects and pregnant women there. She didn't want to deal with the ship again. She want...

Training Him to Take Dick Ch. 03

by magic_tantra on Sep 25, 2017
Fetish

As soon as I drove home couldn't wait to try on my new dick! Going to the bedroom I strapped "cock" viewing myself in my full length mirror. The end inside my vagina felt so good inside me stimulating all the right places especially my G-Spot. As soon as I turned on the vibe I came. I was so horny I didn't hear the door open and Michael walk in on me. His ja...

Sex Shop

by rampe on Mar 18, 2020
Fetish

I am a single guy about forty years old. I don't have regular sex contacts so I often masturbate. Sometimes I like to have something extra in my solo games. I have bought some accessories like lube, gloves and anal toys. My ultimate goal is to have a prostate orgasm which I never have had. I have a few prostate toys and they feel good but orgasm without to...