Craigslist Stories

1,063 results
Orientation
Length
Source
Infinite Scroll

18 and On My Way to the Truck Stop

by wellokay99 on Jul 11, 2018
First Time

I couldn't tell you why I did it. I can barely make sense of why I found myself searching craigslist to being with. I had been anxious for what felt like as long as I could remember. But it had maybe gotten worse since I had turned 18 a few weeks before. At the very least, my decisions were getting worse. Or maybe they just felt like they had permission to...

Amy Seduces Bill

by quietlywild1 on Sep 16, 2017
Mature

It had always seemed to Bill that he could have been a poster boy for Murphy's Law where women and dating were concerned. "You're a great guy, but…" followed by any one of a litany of excuses for not getting involved, usually meant the end of any promising situation. He still carried a bit of a torch for one intensely compatible woman, with whom, ye...

Testing My Possession

by Masterofevel on Sep 16, 2017
BDSM

Well I can't believe that it's been almost a year and a half that my beautiful submissive has been serving me. She is everything and more a Master could want. Not only is she a gorgeous thin blonde with and incredible ass, but she is absolutely energetic in her obedience. When we meet for play, she is wearing the sexiest little panty and bra sets which high...

Wilmaid

by lentri2 on Sep 13, 2017
BDSM

Here I was in on Internet dating with my wife. We were low on funds. I had lost my license and my job. I worked a job where I needed a license, so I was out of a job in which I had twenty years experience. Being in my late forties I was not finding much work that payed anything. I had always been bisexual since I was very young. I remember in pre-puberty I...

Night in Montreal

by ishyone on Sep 13, 2017
Loving Wives

It was incredible night. I posted my ad on Craigslist and received hundreds of replies that night. Never being in a situation like this before, where I am in a city all alone and not having hubby around with me, was very different to me. In my 34 years I have never been with any other man, just hubby. I grew up very shy and did not experiment a lot. I kisse...

Blow Job Lessons Ch. 01

by primetime73 on Sep 12, 2017
Exhibitionist & Voyeur

Ashley was 14 when her parents got divorced. Her mom bought a new house in the suburbs filled with starter homes and young families. Ashley was now an 18 year old senior in high school and was graduating in a couple weeks. Her mom, although a very attractive 38 year old, had never remarried. She had no shortage of male friends and Ashley occasionally heard t...

Adventurous Outing Ch. 04

by Broadvue on Sep 26, 2017
Exhibitionist & Voyeur

"Oh god, that feels good," Kimmy whispers. We are in my apartment on my bed. Kimmy is lying on her side with me lying behind her. My arm is draped over her waist and my hand is buried in her soft, cotton panties. I am rubbing slow circles around her clit, occasionally sinking a finger inside of her dripping wet pussy. In front of her is my laptop streaming...

Getting My Young Black Pussy Fucked

by Blackbabygirl on Oct 12, 2017
Interracial Love

This is my first story so go easy on me... I am the type of woman that loves attention. Getting attention has always made me so horny, so being a tease for men is always fun. Sometimes when I am feeling extra lonely I like to make a post on Craigslist so I can get attention from men to help me masturbate. Well one night I was on Craigslist searching for so...

It's a Wonderful Bonobo-Style Life

by Nemarle on Jan 16, 2019
Sci-Fi & Fantasy

Xmas is over... X... and I now have seen "A Wonderful Life" more than 40 times. I do like the movie, and the ghost is way less scary than Dicken's ghosts. My husband was begging me for "more sex" late on Xmas day (we already had wake-up sex, which he enjoyed- but left me mildly stimulated and sort of edgy the rest of the day- so I do plan on getting to do "...

A Redhead's Story

by redheadhubby on Sep 13, 2017
Interracial Love

She checked herself one last time in the mirror before heading down to the bar. The black dress she had purchased for just this occasion clung to her hips as she self consciously tugged the hemline down to mid thigh. The milky white heft of her cleavage strained against the halter top of the dress. Her sexy black heels were hard to walk in, but the way they...