Lost Bet Blowjob Stories

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Craigslist Chronicles Ch. 01

by Anarchist4life on Sep 1, 2017
Group Sex

In the fall of 2009 I put up an ad on Craigslist, not for the first time, asking if anyone wanted to help me lose my virginity. Sometimes it was placed in romantic m4w, sometimes in casual encounters. It wasn't necessarily serious, mostly a curiosity to see who and what type of responses I got. Kindof an interesting experiment. Over the months, some respons...

The Mall

by latexcd69 on Sep 17, 2017
BDSM

My girlfriend Tara and I have had a master-slave relationship since as far back as I can remember. No matter what was going on, I'd drop everything and attend to her needs, because she owned me. There were no excuses and no backing out. Some days you just want to go back to bed or you are just completely drained and don't want to give in, but you do it anywa...

Mother in Law's Feet

by omnip65a on Sep 12, 2017
Fetish

I have been married for about 15 years and have always thought of my mother in law sexually. When we first met she was only 42 and had a truly amazing body. Nice big 36d breasts, 5'10 long legs, and just a lot of fun. And better yet, my wife is beautiful. Same body builds little bigger boobs (38D), but brunette and the most suckable tits ever. Over the yea...

Three's NOT a Crowd

by RobbieDarcy on Sep 12, 2017
Group Sex

"Hiya luv" she shouted as she approached the entrance gates. She was wearing a gaudy purple, full-length dressing gown yet her face seemed to be made up ready for a night out. She was pretty though. "I'm Stella an' you must me Rob" she announced as she held out her hand. I was quite taken aback by how forward she was but there was definitely something abou...

Blowjob: Just For The Hell Of It

by missmeowmixxx on Sep 14, 2017
Erotic Couplings

"I'm so busy. Would you mind fixing us a bit of lunch? There's some hummus and pita in the fridge, and I think there might be an English cucumber as well. " Thank goodness I've got my guy. Since we've moved to Vegas, I've been incredibly busy. Between running back and forth between here and San Francisco, working like a mad woman, and dealing with all the...

Sharing

by MCTX on Sep 13, 2017
Loving Wives

My wife and I started out just fantasizing about bringing others into out sex life, it would help to produce some of the most intense sex of our marriage . We would use sex toys to simulate the "others" in the room and did some role play to help heighten the reality. For the longest time we figured it would remain a fantasy only. One evening a friend of m...

Video Game

by HornyReba on Sep 3, 2017
Erotic Couplings

**AUTHOR'S NOTE** This actually is a huge sexual fantasy of mine but it has yet to come true. Yet. * It's not my fault, really. Ever since high school, even the end of middle school, I've been horny. I've fantasized about gagging on a man's cock then having him pound me from behind for years. I didn't act on it until my freshman year of college. I still w...

Matt Jessica and Me

by HappyD on Sep 16, 2017
Transsexuals & Crossdressers

Having just recently gotten off the plane from my return trip to California, I am reminded of the first time Matt and I had sex. We were College freshman roommates; it was late October close to Halloween. It was Friday night and he was out supposedly for the night with his girlfriend Jessica. I, having recently broken up with my girlfriend, was in our dorm a...

Working Late with Maggie

by mightymax1234 on Sep 12, 2017
Transsexuals & Crossdressers

Hello, I want to tell a story...my story, about my first love with a shemale who just happened to be my boss. I worked at a bed, bath, and beyond store. I had worked there for about 1 year and a half, and my boss really liked me. I always went and picked up her lunch with mine, never messed up. Her name was Margaret, but I always called her Maggie. In fact,...

Caught by the Police

by little_gay_boy_in_sis_panties on Sep 16, 2017
Transsexuals & Crossdressers

First off a little history about me before I begin, I am now a 24 year old bi-sexual cross dresser who has been doing what I do for about 11 years now. I like to pick up men in public places and take them home or just mess around wherever I meet them at. I used to go to a local lake to meet guys but police attention made that hard to do so now I go about 20...