Caught Masterbating Stories

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Ms. Jackson

by Jay626 on Sep 17, 2017
Mature

I have always thought my sex drive was going to get me into trouble. Last week it was the other way around. I normally masturbate twice a day, sometimes three if I am bored. Last week when I was studying for finals in High School I could not find the time to finish myself off. At 19 I could not wait to get to college. After the forth day it became almost unb...

Lucky Ep. 04

by Happytimeshappy on Dec 9, 2017
Sci-Fi & Fantasy

Vicky and Rebecca Lucky once again found himself inside his dream void where faint and fuzzy silhouettes of people faded in and out of existence before enough was revealed for him to make any one out. That was until one didn't fade out. At first he just looked away, but when the figure seemed to move closer he turned and stared in amazement. The figure wa...

Unexpected Results Ch. 2

by Red Hugh on Sep 16, 2017
Group Sex

Life for Pip and her lovers drifted on as normal. But to be honest a teenage school girl having a sexual relationship with her church youth group supervisors was not a particularly normal situation. Pip's breasts had begun to grow since she went on the pill. The casual observer would not have noticed but her bras had begun to feel tight and uncomfortable w...

Kitty's Revenge

by queenkitty on Sep 13, 2017
BDSM

I have you tied to the bed, spread eagled and blindfolded, lying on top of my wonderfully soft almost fleecy blanket. I sit on your stomach with my black satin thong on, touching you so you can feel my wetness. I reach down to play with you dick, and cause you to jump in surprise. I have wrapped a silk scarf around my hand, which I rub slowly up and down you...

Steph's Big Night

by Leslie on Sep 1, 2017
Group Sex

Kevin had been in the bathtub since 4PM, and Leslie went to check on him. He had shaved his body, perfect for the evening to come. At this point he was just relaxing, his semi-erect cock lying on his firm stomach. Leslie couldn't help but feel aroused as she watched Kevin. She cared so much for him, and for his feminine side. They had been dating for two yea...

Trinity Finishing School Ch. 02

by ProfRighteous on Sep 19, 2017
BDSM

I followed Mark out of his office a down the corridor to a large room in the rear of the building. Inside was a well-built man, about 6', somewhat rugged-looking with brown hair and eyes, standing with a very pretty cheerleader type girl. She was 5' 7" and had her light blond hair in a pony-tail, long lean tanned legs beneath a short pleated skirt, and a tig...

Doin' the Boss Ch. 11

by RobynG on Sep 12, 2017
Mature

If nothing else K. Linford Little is predictable. I've said it before, and will say it again, the man is set in his ways. He works 50 hours a week. He adores his daughters. Loves his wife too. Oh, I guess some might argue that, since he regularly asks for blow jobs from his girlfriend (that's me!) that he doesn't really love his wife. But I believe he real...

Caitlin and Mistress Vicky

by Jemina004 on Sep 19, 2017
Transsexuals & Crossdressers

*Clack* *Clack* *Clack* The sound of my heels on the kitchen tile was distracting me right when I needed to focus. My wife, or Mistress Vicky as I'm to call her from now on, had left me quite a bit of chores to do today. I had just finished dusting and was getting ready to polish the kitchen floor when the doorbell rang. *ring ring* Swallowing nervously,...

Meeting Dani Pt. 02

by SashaySasha on Nov 2, 2020
Transgender & Crossdressers

I wanted to thank everyone for all their wonderful comments! It really did mean a lot and helped me continue writing this story. This genre is not something I'm used to writing at all but because of your kind words I'm glad I'm doing it somewhat right! MEETING DANI Part 2 I still couldn't believe everything that's happened! I keep running it through my min...

Risk Versus Reward

by WoodGlue on Nov 26, 2017
Erotic Couplings

I wish I could pinpoint what it was about Alison that made me do what I did. Maybe it was that she was a redhead, Lord knows I've always had a weakness for them. Yes, she has an amazing body consisting of flawless fake boobs, long nipples, flat stomach, perfect little bubble butt, long slender legs and a even a few tattoos but it's more than that. Her face,...