Boulder Craigslist Stories

3,490 results
Orientation
Length
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Infinite Scroll

Girls Ride On Boys

by cowboy109 on Sep 13, 2017
Fetish

The four college gals sauntered up the hill toward the parking area. Amy was the Japanese shortie in a cute mini dress with Converse sneakers. Bianca was the obese tagalong with a giant dress to cover her figure as much as possible. Celicia was the Latina in a peasant dress with floral prints and ballet type slippers. Daniela was the white average girl next...

Young Chrissy Dresses and Sucks

by CrossdressingChrissy on Sep 13, 2017
Transsexuals & Crossdressers

Intro: I'm a recent college graduate at home for a bit while I look for work. I'm 21 years old. People don't know about this side of me at all, which makes all this even naughtier. I identify as being straight to everyone, but I was very curious about guys my whole life. However, I was always also curious about crossdressing. As a kid I loved to go into my...

Blue Balls

by airwreck on Dec 24, 2014
Erotic Couplings

Like most single men these days you try your luck of meeting women through online dating sites. You have had dates but nothing so far has lead into a steady relationship, which means you have not gotten laid in months. This means jerking off to porn sites and CHYOA. However, there is only so much porn you can handle before you cave into your basic human inst...

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Dick Sucked by a Tranny Hooker

by newamba on Sep 16, 2017
Humor & Satire

I read in the newspaper that Craigslist closed their "erotic services" section, which made me sad, because I've used it a lot to find prostitutes. For some reason reading about this reminded me of a particular experience I had with a hooker from that site. There was one night, just before Thanksgiving, when I couldn't find any prostitutes in my price range...

Craigslist Surprise

by hornyyoungguy69 on Apr 24, 2018
Exhibitionist & Voyeur

*This story is true, and I have changed names of people involved for the sake of privacy. I'm writing this only as an account of what happened, and not necessarily to be an amazing story. I just like telling people of my encounters. I hope you enjoy!* ***** I have always been a very horny person. I am bi only in a strictly sexual sense, but prefer women, a...

Female who wants to see Morbius in IMAX.

by AlexandraS90 on Apr 22, 2025

This story is dedicated to the memory of the great Gilbert Gottfried. With a smirk, Liam hit post on the Craigslist message. He'd give his sister a chewing out tomorrow for bailing on Morbius, but right now, he was hoping he could make the best out of a bad situation. It had been... a while since Liam's last proper date. But right now, Morbius tickets were...

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Alone with a Sissy

by JRussell on Sep 16, 2017
Fetish

Home alone with the wife conveniently out of town for the next four days, Mark wanted badly - badly - to act on his urges to be intimate with a man, to hug, kiss, touch, rub, stroke, suck, the whole progression of lovemaking. He was starting from scratch, as his gay friends also were his wife's friends and he didn't want to take a chance that a careless word...

C2: Craigslist Cracked

by HughMungus1 on Jan 22, 2020
Group Sex

"Blessed are the cracked, for they shall let in the light." ― Groucho Marx The three-legged Chihuahua scampered across the sickly-lit camino, on a collision course with its panicky prey. Loping behind the beast were its minions ― a pack of the same variety, but each with four limbs. For whatever reason, these "complete" counterparts weren't able to keep pa...

C2: Craigslist Cracked

by Badlands1 on Oct 12, 2020
Humor & Satire

"Blessed are the cracked, for they shall let in the light." ― Groucho Marx The three-legged Chihuahua scampered across the sickly-lit camino, on a collision course with its panicky prey. Loping behind the beast were its minions ― a pack of the same variety, but each with four limbs. For whatever reason, these "complete" counterparts weren't able to keep pa...

Kadin's Musings- Meeting Scarlet

by DirtyGeisha on Aug 19, 2017
Erotic Couplings

I answered her ad on craigslist. It was lonely and well written not like the usual ads found on craigslist. It said simply: "Older woman seeking a younger man. My husband is a cuckold, and I'm tired of the men he picks out. Your picture gets mine, please be open minded." I found it charming somehow. So, I wrote her an email. "Hello, I saw your add on cr...