Craigslist Stories

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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 Literotica. However, there is only so much porn you can handle before you cave into your basic human...

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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...

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...

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...

The Craigslist Killer

by thrillerauthor on Sep 12, 2017
Transsexuals & Crossdressers

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 the morning....

Wife Gets Slut Training

by Johnsexlife on Sep 17, 2017
Loving Wives

For years now part of our foreplay routine involved reading Literotica Group sex stories which turned us both on. During sex my wife would often have a fantasy that the vibrator in her vagina was another guy as she gave me a blowjob. Her fantasy later expanded to 3 guys as she gave me a blow job while having a vibrator in her cunt and another in her ass. I w...