First Time Masturbating Stories

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Orientation
Length
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Infinite Scroll

An Office Affair Ch. 01

by wolzard1 on Sep 19, 2017
Erotic Couplings

It was a regular Tuesday for Dale Jackson as he sat in his small but private corner office at his job. It was around noon time and most of the other workers and staff members had left to go to lunch at one of the various establishments in and around the building. This meant the floor that his office was on, was pretty much empty. He wasn't feeling particula...

A Night I Will Never Forget!

by angelicious on Sep 17, 2017
BDSM

My hot night with Chelle and Dan... Well, it all started the night before this hot night out with them. I was out with Wil, it was just him and I and we were at the local downtown gay bars where everyone knew us. We went to the hole in the wall local rinky dink dive called the brass rail. Its small and I am usually the only woman in there. Its pretty male g...

On Demand Ch. 05

by mysterymax on Dec 10, 2018
Loving Wives

At some point in the small hours of the morning, my wife unpeeled her sticky body from mine and slipped away from me. I heard the shower go on in the master suite. I pulled myself up off the sofa and staggered into the guest suite. I washed the slime of the other men she had been fucking off of my body and stood in front of the misted mirror, wondering what...

Fantasy Lover Ch. 02

by daydreamcatcher on Sep 16, 2017
Sci-Fi & Fantasy

After pouring his thoughts, feelings and fantasies out onto his lap top he now didn't know what to do with it, did he keep it to him self or did he share them with her, 'how would she react' he thought 'would she be offended , would she think him some sort of pervert'. It was after a great deal of soul searching he decided that he had to let her know, he h...

The Arrangement

by Tom on Sep 12, 2017
Loving Wives

I had been thinking about John and Karen for months. It was clear they were attracted. Our marriage was cold and she only came to life around him. I had been talking to John about her. Actually he talked about her a lot, about how funny she was, how good looking she was. It was clear he thought about her a lot. I finally confronted him asking him if he wante...

My Life in High Heels Ch. 02

by cdandie on Sep 14, 2017
Transsexuals & Crossdressers

Hello all, It's been some time since I last wrote as I've gotten very little feedback from my last writing. I love emails and comments and I don't bite unless asked to. The few letters I have gotten have all been positive and I thank you for the ones I've received.. I'm a cross dresser in the Pacific northwest. I have long hair which can be styled to suit...

Luna vs. Rival Ch. 07

by Viredae on Aug 30, 2017
Exhibitionist & Voyeur

At the time of this story, it's actually been a while since my rival, Kim, had tried to strip me and humiliate me, which naturally made me simultaneously disappointed and anxious for when the next (probably successful) attempt might be. That isn't to say that I wasn't on the receiving end of more stripping and humiliation; my other classmates and acquaintan...

The Closet Domme: Caught

by Sacred Beauty on Sep 17, 2017
BDSM

"Turn over. I want to see if you came with me." I instructed Rick, as I basked in the afterglow of taking him. He reassured me, "I didn't Mistress. You didn't tell me I could." "Move up on the bed. I want you to rest a while." I was feeling so good after fucking him in the ass. I felt whole ...somehow more complete. I spooned him for a bit then turned o...

Chrissie's Appointment

by sexiskye on Sep 15, 2017
BDSM

Chrissie finally made the appointment, but after months of research she had decided she really wanted it more than anything. Just the thought made her tingle and make her panties moist. She had three more days to wait, the appointment was at 10pm. Chrissie closed her eyes and started masturbating under the covers, her fingers lightly touching her clit, she h...

Teddy Visits a Therapist

by Charles Petersunn on Sep 19, 2017
Mature

This story concerns the further adventures of Teddy (who is above the age of 18) attending Templeton College. However, you really don't need to read earlier stories concerning Teddy to follow or enjoy the current study. This story is relatively long, but there are clear breaks (designated by dashes) identifying separate sections that can be read in turn. It...