A sexually open married couple expecting a stranger for a threesome are shocked when their Craigslist hookup turns out to be an old high school friend.
#craigslist-hookup
19 stories tagged with this.
A lonely young man responds to a Craigslist ad and gets a surprise visit from a former high school classmate eager to be dominated.
A young man's first Craigslist hookup with an older man named Man of Steel escalates from a blowjob into anal sex, continuing his journey of bisexual exploration.
A slim, petite young man with a panty fetish answers a Craigslist ad from a husky older man who wants a twink to dress in his wife's lingerie.
A self-described bottom boy's first encounter with a chubby bear type he met through Craigslist personal ads.
A self-described bisexual Latina and her bisexual boyfriend, both high on meth, invite a stranger from Craigslist for their first MMF threesome.
A man stuck at his friend's apartment over Thanksgiving week responds to a Craigslist ad from a woman named Candy, leading to a consensual hookup.
A bisexual Latina woman and her boyfriend respond to a Craigslist ad and convince a shy married woman to join them for their first female threesome.
A 20-year-old narrator recounts arranging a hotel encounter with a visiting stranger seeking a transvestite for a threesome fantasy.
A married man ventures out for his second clandestine gay encounter, using a burner phone to meet a stranger from Craigslist at a remote garage at night.
A trans sex worker in Toronto meets two Indian men from Craigslist for her first MMT threesome in a Scarborough parking lot.
A nervous 26-year-old white guy posts an ad for his first cock sucking experience and meets up with a well-endowed Black man.
A hung straight-ish guy responds to a craigslist ad from a mature gay couple seeking a younger third on a Sunday morning.
A young gay man responds to a Craigslist ad from a dominant executive seeking a 'job interview' that involves oral and anal sex in a professional office setting.
A young man celebrating his 21st birthday at a bar recognizes the bartender as someone he connected with on Craigslist, setting up an unexpected encounter.
A young man recovers from his last encounter and searches Craigslist's m4m section for a dominant top, finding Thomas Jefferson for a rough late-night session.
A 20-year-old bisexual man explores his curiosity about sleeping with other guys after months of browsing the m4m section of Craigslist, chronicling his early sexual experiences with men.
A young gay man continues exploring casual hookups through Craigslist, responding to a bi guy's ad while reminiscing about his recent encounter with Alex.
A nervous man finally follows through on his fantasy of hooking up with a transsexual he found on Craigslist, documenting his first such encounter.