A straight man on a solo work trip meets a trans woman at a cocktail bar and ends up having his first sexual encounter with her.
#one-night-stand
204 stories tagged with this.
A man at an upscale gentleman's club spots an aspiring country singer and seduces her, leading them up to a penthouse for the night.
A younger man follows up with an older woman he met in a nightclub, hoping to turn their one-night stand into more.
A drunken hookup with an old friend escalates toward fisting after a night of drinking and partying.
A self-described chubby chaser picks up a well-endowed plumper at a Nebraska bus station and embarks on a night of adventurous sex.
A socially awkward man meets a gorgeous woman from a dating site and nervously attempts to turn the encounter into a night of fun.
After being ditched by his womanizing best friend, a college guy meets one of his friend's past conquests and ends up hooking up with her in a parking lot.
A Pakistani model recounts being seduced by a female modeling colleague who confesses her attraction and makes advances after a fashion show.
A teenage pizza delivery boy's final late-night order leads to an unexpected encounter with an older woman fresh out of the shower.
A chance encounter at a party leads to a charged cab ride as two strangers share an undeniable spark.
A woman returning from a night of dancing is approached by hotel staff for a steamy encounter.
A hungover college senior wakes up naked in a cheerleader's dorm bed after a blackout drunk night and pieces together what happened.
A friend shares his bar-hopping strategy for picking up easy women for quick hookups, targeting less desirable girls dressed to impress.
A bored husband addicted to internet porn arranges a motel affair with a self-proclaimed nymphomaniac who craves married men.
A bored husband rekindles his sex life through internet porn and arranges a motel rendezvous with a local nymphomaniac stranger.
A woman recounts a hot, spontaneous encounter with a stranger she met at a bar one night.
After losing his virginity to a mysterious woman, a young man discovers his cousin is staying with his roommate, setting off a tangled web of relationships complicated by Cupid's mischievous curse.
A man meets an emo girl named Tori at a loud house party and buys ecstasy from her as their flirtation escalates.
A 19-year-old bouncer cheats on his girlfriend with a busty club-goer on St. Patrick's night, in a story that's more comedic misadventure than sexual conquest.
After a night of drinking, a young man wakes up to an unexpected oral encounter from a girl house-sitting.