Craigslist Stories

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Craigslist Home Run

by Brian6588 on Nov 25, 2017
Loving Wives

Being a widower for 3 years and no kids around makes a guy lonely. I am a young 58 year old. Most people think I am in my mid 40's. Good genes I guess. I have always had a strong sex life. But the last 3 years I also missed companionship. I tried a few escorts. They put on a good act but bottom line, they want your money. This led me to Craigslist. Not sure...

Tanning For Guests

by Poorwriter on Sep 26, 2017
Exhibitionist & Voyeur

I must make this disclaimer. My friend Showife has been an inspiration to me and he encouraged me to publish my stories. Last week I read one of his great stories with the premise of using Craigslist to bring people to the house to see the wife. I would never rip off anyone's idea. However I had written this ten days before I read his, using the same premise...

My First Gang Bang

by manbydaycuckbynight on Sep 14, 2017
Interracial Love

Well a little about myself before we get into the fun, I was 22 when this happened, I'm 5'7 Brunette white, maybe on a good day 130 pounds and very nice C-cup breasts. Enough about me. On to the very nice story. I was pretty nervous about doing a gang bang, even more so with black men. I had been browsing ads on craigslist for sometime (maybe 3 months), try...

My Naughty Babysitter Ch. 02

by Indianaboy6555 on Jun 4, 2019
Mature

My wife and I ran into a patch where we seemed to both be going different directions. It wasn't an interpersonal problem, life just pulled us that way. For example; things would come up at work that needed my attention, so I got called in. Then her Mother would call, and she'd need her there. So off she'd go, and I'd be home alone. The only saving grace at...

Unleashing Mary's Inner Slut Ch. 01

by ifry on Jan 21, 2020
Loving Wives

It was a new feeling John experienced, sitting there in the exam room with his wife Mary. The plastic surgeon was drawing with what looked like a sharpie pen the lines along which he would be cutting Mary's breasts to reduce them from their current, somewhat droopy 34D breast size to what would become perky, firm C cups. The feel John was experiencing coul...

A Transvestite Odyssey

by lynntg0444 on Mar 18, 2020
Transgender & Crossdressers

I like playing a girl, but it's complicated. I have always been more attracted to women than men, and had many relationships with women including two marriages. As a young man I had several sexual experiences where I played a feminine role. Wearing girly things was a real turn-on for me, and it seemed to make it less queer for us both. I would later learn th...

The Craigslist Killer Chronicles

by thrillerauthor on Sep 15, 2017
Novels and Novellas

FLASHBACK I think I'm in the clear for now. The police have come and gone, and the hotel staff has cleared the hallway outside my room. If I could, I'd try to get some sleep, but after what I've just been through, that would be difficult. So I'll try to write down exactly what happened this week, while it's fresh in my mind, in case my lawyer needs it in t...

Suck My Big Tits Pt. 01

by breastysadie on Sep 25, 2017
Erotic Couplings

The first time I hooked up with someone from the Internet was one of the hottest experiences of my life. I'd finally gotten fed up with my husband's lack of interest in me, so I'd posted an ad on Craigslist, not sure what to expect. The title of the ad, which I posted in the "Casual Encounters" section, was "Suck My Big Tits." Here's what I wrote: Attracti...

Blue Plate Special

by Compliant1 on Sep 13, 2017
Fetish

White male, 30, blonde, 5'8" 140 lbs. Seeking woman my age or older for JOI. I would be very grateful. I became addicted to Internet porn when my marriage ended, but when I discovered JOI, an acronym for jerk off instructions, I knew that I had to have more than the free clips I'd been watching. I wasn't interested enough to pay for longer videos, but I fig...

Craigslist Hook-up Pt. 01

by Bookwormmom on Dec 2, 2019
Loving Wives

I happened upon the Craigslist personal ads one night, when my misery mixed with my insomnia. I perused them all. I had been bi-curious for awhile so not much was off limits, at least for reading. Hours later I came up for air. This became a nightly routine before falling asleep. Read the want ads for sex. I had no intention of ever doing more than reading....