Caught Jerking Off Stories

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The Jerkoff Club Ch. 08

by MADDRAPPER on Nov 26, 2018
Toys & Masturbation

"Been too long buddy, just the two of us." "True dat. Two man jerks are the shit. Easier to nut together, right?" Steve and I were at his house. We were half naked on his bed, T shirts and no underwear, our cocks out and stiff. Just the way I like it. Stretched out on a bed, television at our feet, beating off side by side. Great way to see everything, th...

Gone Before Sunrise

by FelixFontaine on Sep 16, 2017
Transsexuals & Crossdressers

It was late, and Josh was bored with his late night graveyard shifts. He had taken this job a few months ago, thinking how easy it would be to work graveyards at a motel. It freed up his daytime, and the nights would be so slow that he could focus on some writing. Tonight was definitely slow, but he had writer's block and a semi-hard cock. He decided to brow...

How I Paid The Rent Ch. 03

by JRob on Sep 13, 2017
Mature

Thank you to Mary for encouragement and Elizabeth for editing. And thank you for reading. The economic environment, being so difficult, meant that my wonderful college degree that left me thousands in debt didn't assure a great job upon graduation. I'd worked a couple jobs before convincing my landlord to give me a shot at being the on site property man...

Dinner and a Movie

by MrNiceguy777 on Sep 3, 2017
Exhibitionist & Voyeur

In my mid-twenties, I lived for a couple of years with a girl named Han. Han was originally from Vietnam, but grew up near Montreal. She was 5' 1" with a great body, though in somewhat miniature proportions. Han's most attractive features were her face with its flawless skin and her full sensual mouth. As for me, I was 6', about 180lbs, with green eyes and a...

Coquette and her Cuckold Ch. 02

by Clayton Long on Sep 17, 2017
Loving Wives

By the time we returned to our holiday villa, it was well past 11 o'clock. The combination of a late dinner and Julie's desire for an extended masturbation on the walk back had taken us into the quieter part of the evening. We could hear the local band playing some easy rhythms in the bar but I didn't intend doing much dancing tonight -- unless it was the...

Durango Bootie

by High Desert on Sep 13, 2017
Group Sex

My girlfriend Laura and I have been together now for almost three years. Laura is a tall, very voluptuous blonde. She has a great body with the nicest tits I have ever had the pleasure of sucking on. Besides her body she also has a beautiful face that immediately attracted me to her. Last night Laura and I went to our favorite bar in Durango and caught ours...

The Ring

by unsafelevel on Sep 13, 2017
Exhibitionist & Voyeur

She opened the jewel encrusted box. Inside nestled in a red velvet backing was a simple golden ring. There was some strange writing on the inside of the band. The ring seemed like it was really old. Once the ring was settled on the ring finger of her right hand she felt a mild jolt of electricity that flowed from her finger through her body. It seemed to n...

A Harmless Fantasy?

by Ginatheslut on Sep 16, 2017
Transsexuals & Crossdressers

I lie in bed at night, trying to get to sleep, but my mind wanders. I think of all sorts of things, and eventually my mind heads off into a land of fantasy. In fact, it is one fantasy in particular, and it's one that I have been having ever more frequently over the last couple of years. Each time it grows in detail, and no matter how much I try to suppress i...

My Favorite Concert Ever

by theeviltwin on Aug 19, 2017
Exhibitionist & Voyeur

I was at a concert for one of my favorite bands, trying to make my way up through the dense crowd of people before they took the stage. Luckily, there were two opening bands that I had little interest in, that would give me time to work my way to the front. It was extremely hot because I was packed in so tight with everyone else. It was a sea of people, swea...

Threesome For Unconditional Friendship

by Adoruhbul on Sep 1, 2017
Group Sex

Mike, Cami, and I have all been friends for 2 years now going on 3. Our friendship is strong but Cami and I have a secret. We both want Mike. Mike is clueless to this fact, and there for neither of us know if we have a chance. But is it really that relationship we want or the sex? I don't know about me but Cami probably wants the sex after all she loves sex,...