First Time Masturbating Stories

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Sweet Dreams

by ArmyPandora on Sep 3, 2017
Erotic Couplings

"Damn it has been a long night. I hate being in the field,' I think to myself as I stagger through the door to my barracks room and throw my ruck sack and duffle bag down on the floor, along with my vest and helmet. I stretch, my arms up above my head and my back arched, my muscles stiff from carrying all my gear to my room. I lean back and yawn, my hands on...

Exhibition in San Antonio

by Sassy Susan on Sep 19, 2017
Exhibitionist & Voyeur

(With thanks to my friend, John, for some special editorial assistance, and to my new friend, Vanilla, who is anything but, for giving me the challenge.) * It started with a dare. I had been corresponding with a woman in London by email. We had hooked up when she sent me feedback about one of my stories on Literotica, and we began teasing and flirting. Sh...

One Sided

by Common69 on Jan 22, 2020
Erotic Couplings

Jerry was sitting at his computer. He was working on what seemed to be an endless list of work that had to be finished by next Monday and it was Friday night. He was trying to program a new method of analysis for his research and it wasn't going anywhere, not to mention that he missed the holidays because of work and couldn't go out to the bars to relax, hen...

STNG - The Sex Adventures Ep. 03

by mfs1390034 on Jan 15, 2019
Celebrities & Fan Fiction

WESLEY CRUSHER tapped the panels of his workstation in engineering. A 3-dimensional warp field appeared on the display. Wesley tapped away in an attempt to change the configuration for a more efficient matter-antimatter yield, but he just couldn't figure out the correct formula. What is wrong with me, he thought to himself. He couldn't concentrate. His min...

Me & Ms. Jones Ch. 1

by likeembigg on Sep 12, 2017
Fetish

It was the start of the summer before my senior year. I had just turned 18 and looking forward to working a little to save up for my car. When I wasn't working I would be resting and relaxing. Luckily for me our next door neighbor, Ms. Jones had a pool. Ms. Jones was Catherine Jones, and she and her daughter, Laura, have been our neighbors for ages. Laura wa...

Becoming Roberta

by kinki1 on Sep 12, 2017
Transsexuals & Crossdressers

Years ago, I went out with a girl who was very kinky. I can't use her real name, because she is married now, but I will call her Christine. I liked a lot of the kinky stuff we did, especially being dominated and humiliated. She always wanted to see me have sex with another man, but I was very hesitant, and I never did. Yet she made me curious, and, over the...

Jade & Jorel Ch. 2

by DarcManX on Sep 16, 2017
Interracial Love

Jade attempted to regain her composure after the mind numbing orgasm induced by Jorel's cock. She had never felt so used yet so free. So defiled yet so liberated. As Jade slowly emerged from her orgasmic stupor she turned and realized that Jorel was stroking his 9 inch spear with one hand while inserting a finger into her virgin rectum with the other. "Jade...

Miss Bradshaw

by Lynabo on Aug 18, 2017
Fetish

Miss Bradshaw was a very independent and capable woman who had her own small village grocery store. She had run this store with the help of two part time serving ladies for twenty years, and was a well-known figure in Little Piddlington. Miss Bradshaw was a stocky broad shouldered brunette who had a deep voice and a throaty laugh. She walked with a large pur...

The Lawnboy

by commax69 on Sep 12, 2017
Mature

I’ve developed a real familiarity which Charlie. He was in my class years ago. We stayed friendly. He’s been cutting my lawn for 7 or 8 years now and its no big deal for him to just pop in the house and use the bathroom or raid the fridge for a soda when he’s done doing the lawn. Over the Years I’ve been watching him develop and grow up from a scrawny 10-yea...

Linda and the Boys

by Tiger1978 on Sep 14, 2017
Mature

Linda had never wanted to allow strangers into her house. It was a necessity. Living in the Welsh countryside, many miles from any decent sized town made it difficult to make a decent living. And, with the big old house her rat of a husband had left her (after running off with the art student from Manchester); the obvious thing to do was to let out the roo...