Gert’s Stockings

Guided Masturbation Stories


Gert’s Stockings

alt.sex.stories, 1996

Excerpt from a dead man’s sexual diary, purchased at an estate sale–the late Bill W. Childhood Memories of Gert’s Stockings and Garters It is August, 1955. I am 12 and on vacation with my parents and another couple at a lake cottage in northern Wisconsin. I am in the only private place in the tiny cottage–the bathroom–jerking off with the door locked–or so I think.

My bloated young prick sticks rigidly out of my lap as I sit on the toilet, massaging my exquisitely sensitive foreskin, savoring the itchy, tingly feeling radiating through my balls. My ass twitches and squirms on the toilet seat as my newly discovered pastime causes muscles and nerves to twitch involuntarily in my crotch and legs. I stare at my hand in its vertical dance, wondering dazedly that I can give myself so much pleasure. The feeling is so good, yet at the same time somehow dirty and lewd, which makes it all the better.  Continue reading

I Meet Toni’s Mom

I start to strip. It’s a strange sensation, a strange scene. Toni’s standing there, her mom is sitting in her draftsman’s chair, relaxed as can be, watching me disrobe without the least look of embarrassment. She’s not excited, she’s not tense. Guys are meat to be naked for us, I think she’s thinking. So I get on with it. Toni watches. She looks at her mom every now and then and then smiles at me. She’s proud of me. She can tell something. She’s recruited a good one.

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First Time Masturbating

Chronic Masturbation Stories


First Time Masturbating

One night, I was as my cousin’s house, another boy, a year younger than me whom had engaged in some minor exploration such as the game afore mentioned, and some degree of touching. During the day, while we were engaged in playing with some Star Wars toys, I asked him if he could make his penis grow. He just kinda looked at me with a puzzled expression, and said, “What are you talking about.” I explained in more detail, “Sometimes, I can make mine get big by tapping up on it.”

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