Supervised Masturbation Stories

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Infinite Scroll

Mom's Friend Takes Control Pt. 04

by eddie_winter on Aug 24, 2020
Mature

Supervised Masturbation As the week passed, there was no more mention of the underwear. I wore them each day feeling slightly embarrassed every time I put them, knowing that Sharon had chosen them and had inspected me wearing them. But it wasn't just the underwear. All of the things happening since moving in with Sharon were starting to get inside my head...

Slave to a Bra

by skip5236 on Sep 12, 2017
BDSM

"I think you will like this new game, because you get to choose if you get to cum, and how you get to cum." So started the latest phase in my girlfriends and my never ending game of orgasm control. She made this statement four months ago, and I listened to with no small amount of skepticism even then. I doubted she would give up the power rush she got from...

Letter from Toledo

by justincbenedict on Sep 13, 2017
BDSM

Dear Shoeblossom: I really enjoyed "Letter from Los Angeles: Ms. Scunthorpe's Rebuttal" and also the story from the Time-Lock computer Mistress in "Letter from Greater Ponsonby ." I also have a paid key holder, Phyllis. I grew up in a strict Evangelical family, here in Ohio, and our parents were very primitive, sexually... Masturbation and copulation wer...

Moving Day

by ready2sub on Sep 17, 2017
BDSM

It was moving day at last. The movers had taken the big items that morning and we spent the day loading all the boxes in the rental and the car on the trailer. Our new house was six hours away. We were exhausted. The plan was to drive as much as we could and then stop and get a hotel room for the night. We drove for about an hour and a half and then stopped...

Spalding and The Cheerleader

by justincbenedict on Sep 17, 2017
BDSM

22 year old Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Mother was mad at Spalding... She was going to punish him through humiliation by making him jerk off in front of the hottest cheerleader at Buttermilk Fall...

Soames's Store

by justincbenedict on Sep 17, 2017
BDSM

Soames watched casually from behind the counter as Pangborn Mislaburski wandered through the aisles, looking unhappy. What could Pang want? Pang had been the "punk" of a series of muscular young men, supporting them royally as comptroller of a chain of coin laundries across the state. Soames was unsure how Pang did it, but he'd pick up a young man here...

For Marion's Pleasure Ch. 02

by MarionsPuppy on Nov 23, 2017
Fetish

"Babydoll, I really want to discuss something with you, something very important to you, to me, to us, and by us I mean me and my lover and our fabulous developing relationship, yes? And don't get too upset by that definition of "us" baby, because you and I are no longer an item are we? You stopped being my husband when I found that pic of a white hubby wi...

Letter from Frost Haven

by justincbenedict on Dec 11, 2018
BDSM

Dear Shoeblossom, Enclosed is a journal I kept after hiring a dominant couple to supervise me for a period of time. I actually first read about Sergei and Kyrsten from "Letter from Maui" and was determined to meet them and hopefully hire them. And it was financially quite steep! And, Sergei and Kyrsten were fun and lively, but they were a tough pair. (I ca...

Hell Bent for Leather Ch. 07

by heavenlyKK on Sep 23, 2019
Exhibitionist & Voyeur

Editor's note: this story contains scenes of gay male sexual content. * It so happened that Marlow's plan came to fruition. Feeling adventurous, not to mention horny, Koh agreed to go to Los Angeles and become a regular on the Soapland series. In more ways than one it was a dream come true. He had many things working for him: porn, sunny Los Angeles, weste...

How did It Come to This? Pt. 02

by tazsis1 on Oct 22, 2019
Loving Wives

[My stories get abuse from people who think that a story about a loving wife who likes to humiliate and hurt her willing husband should not be put in the Loving Wives Category. If you're such a person, please walk on by. I think the category is the right one because all things that happen between a wife and husband, with the full consent of both, are good an...