How To Masturbate Stories

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A Little One's Story

by Lord_Overload on Sep 17, 2017
BDSM

She was nervous getting herself ready in the toilets at work, her working week had just finished and now she was getting ready to meet the man that had in a few short weeks come to own her. She wanted to be perfect; she wanted to make him so proud of her! The past few weeks passed though her mind, as she looked at herself in the mirror, it had all started...

Grieving Boy and his Step Mother

by fantaseeboy on Mar 26, 2019
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** My mother left my father and me suddenly when I was in my teens. Over the next several years, my father dated a few different women. The one woman who I liked the most was Samantha. My father had introduced me to her after they'd been out a few times. She was a tall, voluptuous wo...

Male Model Nude for Money and Sex

by MotherandSonTrueConfessions on Oct 7, 2019
Exhibitionist & Voyeur

After modeling naked for women that he knew, years later, modeling nude while in college brought back fond masturbation memories. Author's Note: This is a true story about Dave, a proud crossdresser who goes by the name of Kelly when he's dressed as a woman. A submissive male with a medium build and feminine features, at 5'6" tall, when dressed in drag, mo...

To Tease a Perv Ch. 06

by Neverlander on Oct 19, 2020
Fetish

Troy was making only incoherent gasping sounds now, as he worked on his tormented erection, pumping and twisting it in his fist. "That what you're doing now, Troy, masturbating to us?" the brunette said, making a stroking motion with her hand. "Bet you are!" The blonde covered her mouth and giggled. "I bet you love to masturbate, don't you?" the brunette w...

Mrs. Swanson's Boarding House Ch. 04

by 0ra11yfix8ed on Sep 25, 2017
BDSM

Mrs. Swanson was in the process of interviewing for the position of part-time weekend housekeeper when Miss Bridgeway interrupted and announced that Sara Lee Morton and her daughter Ruth were at the door. Surprised and at the same time delighted Mrs. Swanson nearly leapt from her seat and rushed to the door. "Sara, dear, why didn't you tell me you were comi...

Caught in the Act Pt. 01

by pastmyprime23 on Sep 12, 2017
Loving Wives

After being married for 19 years, our sex life dwindled quite a bit. Don't get me wrong, I didn't need it 3 times a day or anything, but we were down to just a few times a month. I understand she was tired from the kids and everything, but now that they were no longer babies, sleeping through the night, going off to school, etc. the excuses should no longer...

The Wonderful Magic of a Web Camera

by stacey_lynne on Sep 13, 2017
Toys & Masturbation

Thanks, Mrs. A, for the wonderful ideas and suggestions! Posted this one exactly like you sent it to me. It was just too nice to change! Maybe getting a new laptop with a built-in web camera was the best purchase Lori ever made. No, actually, it was THE BEST! In response to a fantastic story Blake had posted about phone masturbation, Lori had responded ni...

Fatinah

by CND on Sep 17, 2017
Fetish

I passed by the basement laundry room as I walked by in the corridor, and caught a glimpse of Fatinah. Without loosing pace, I continued down the corridor with the box I was carrying, but my mind went berserk with thoughts of my incredibly sexy neighbor. Each time those thoughts occurred I felt a massive wave of guilt come over me as well as a noticeable sti...

Male Chastity Device

by CuckoldGuy on Sep 12, 2017
Toys & Masturbation

Janice and Mike (not their real names) are a married couple in their mid forties. Married about twenty years. About ten years ago they started playing with a male chastity device and discovered they were having a lot of fun with it. They have been using it ever since. The device is a stainless steel or plastic tube about three and a half inches long and abo...

The Challenge - Wear a Thong

by taraterry on Oct 11, 2017
Transsexuals & Crossdressers

There is something deliciously naughty about a boy wearing women's thong panties for a day, after all, the first time you wear a thong all day long, especially on a week day, you will be going about your normal routine. Whether it be to class, to work, or whatever you normally do, you will have it on all day, even when you're not fully sexually aroused. Why...