Anal Masturbation Stories

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Amy's Anal Masturbation

by AmyHenderson on Sep 16, 2017
Anal

Anal sex. I know guys love it. Guys seem to always want a girl's ass, or at least, all of my boyfriends have always wanted to try anal with me. There must be something about a guy forcing his cock up a girl's tightest, most private hole that they like. Certainly I've never felt as vulnerable, as submissive, as when I have my legs up in the air and a guy is s...

A Guide to Great Anal Sex Pt. 02

by celesteandjim on Sep 26, 2017
How To

II. Training for anal intercourse How many times have you heard of this scenario played itself out. Perhaps it's an experience you have had. A man pleads with a woman to try anal sex. With some misgivings, she consents because he wants it so much. Excited, he tries to thrust his penis into her ass, causing pain when her inner sphincter is forced open and th...

Using Literotica

by Goldeniangel on Sep 14, 2017
How To

This fabulous website known as Literotica.com offers a plethora of reading material in many different categories. Therefore, despite attempts to make the site easy to use by putting the stories into specific categories, there always seem to be some readers who manage to get lost and find themselves reading a story that they REALLY don't like. Often they deci...

I Discover My Ass

by zeke81 on Sep 12, 2017
Toys & Masturbation

Masturbation is a glorious thing. Everyone has done it at some point in his or her life; it’s just that some of us never grow out of it. When I first discovered the joys of masturbation I thought it was the best thing ever. In my family I was on my own most of the time which was just fine by me once I found this glorious way to pleasure myself. My parents wo...

A Proper Young Woman's Guide to Anal Etiquette

by Lord Odie on Apr 22, 2025

Our story takes place in the not too distant future where the proper, conservative upbringing of respectable young ladies includes the ingrained obedience to authority figures of any type, whether it’s teachers, bosses, parents, or significant others. In the case of heterosexual relationships the authority figure is obvious. In far more common lesbian relati...

Open in Reader

Wrapped Around Her Finger

by lizthewizz2000 on Sep 13, 2017
Anal

Before I begin, I would like to thank all the fan e-mail I've received - I love encouragement! A lot of the e-mail I received had to do with the story "Veggie Tails", thus this (kind-of) sequel to that story. What I am about to relate to you is the story of the first time I ever experienced anal pleasure with another woman. Of course, I had grown up explorin...

Story Tags

by Literotica on Sep 18, 2017
How To

You've written your story, edited it within an inch of its life, and are all ready to show it to the world. You open a submission page and – what's this? Story Tags? What the bleep is a Story Tag? The larger any archive grows, the more important organization becomes. Separating stories into our current categories helps connect readers with stories they'll e...

How to Buy a Sex Toy - FOR MEN

by Noira on Sep 25, 2017
How To

Author's note: This is for you, anonymous! You asked, you receive! Now you too can know just as much as I know about male masturbatory aids! — Fap... fap... fap... sigh... fap... fap... sigh... aw, is my poor little baby getting sick of using his hand to jerk off? I'm sorry to hear! What is that you say? You can't get laid? Awww. But that's okay! Because...

Hanson House Ch. 05

by mjar65 on Sep 12, 2017
Anal

Later that week, in their bedroom after dinner, Amanda was pressed by her friends to show what she'd been learning in "anal" classes. She pulled out her latest butt plug. By mid-week the instructors had moved the students up several sizes of plug. They were learning how to accept gradually more and more in their anal passages. Thanks to Mistress Candace, the...

Masturbation Club

by flashgordon562006 on Sep 14, 2017
Group Sex

One night when Lisa and I were fucking, she asked me if I masturbated a lot. I told her I did jerk off whenever she wasn't around to fuck. I then asked if she did and she said she did, usually at night when she could not fall asleep. She then asked if I used anything to help me. I was getting a little uneasy as to where this conversation was going but I tol...