Long First Time Sex Stories
The longest first time sex stories on the site — slow-burn reads of 2,500+ words for when a quickie isn't enough. Browse all First Time stories →
Virgin college girl loses her cherry to her flirty coworker in the stockroom.
Virgin coworkers lose their virginity in the fitting room.
River gets their first real cock—gently fucked and filled while girlfriend Noelle watches and coaches every moment.
Cassidy seduces her eager virgin neighbor Roman for his very first time.
A man finally gives in and deflowers his eager stepdaughter's virgin pussy.
My petite wife eagerly lets our neighbor stretch her with his first enormous 14-inch BBC.
Emma lets her best friend’s cocky stepbrother Jake take her virginity during their secret summer fling.
Virgin Sophie lets a hot stranger fuck her for the first time in a dirty alley.
A lonely widow lets her hunky maintenance man be her first new lover on the rooftop.
Virgin friends Petra and Sergio share first-time couch.
I brought my virgin coworker home so my husband could fuck her while I watched.
Nadia gives her first eager blowjob to Barrett’s huge cock.
Estelle eagerly sucks and strokes her first massive cock on a hot first date with Reid.
A shy virgin sailor loses his cherry to a bold stranger on a moonlit beach.
Neighbor asks divorced handyman to watch his daughter for two weeks. She wants him instead.
Roxanne loses her virginity to her hot divorced neighbor on a stormy night.
Neighbor's first time on the rooftop at midnight.
The shy virgin next door finally begs her neighbor to take her first.
Childhood friends reunite at the lake and share their first time.
Bianca's best friend Franklin takes her virginity in a rain-soaked tent.
Shy baker Roxanne gets her first taste from neighbor Everett under swaying lanterns.
Best friends Renata and Errol fuck on a rooftop after a truth-or-dare bet takes her virginity.
Trent claims his photographer best friend's virginity while snowed in her darkroom.
Lorenzo claims his eager virgin customer's first raw fuck in the shop's rainy courtyard tub.