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 →
Every story we've published, in one quiet list. New ones land at midnight.
Gym Floor After Closing
Virgin college girl seduces night-shift neighbor.
Friends-with-Benefits in the Stockroom
Virgin college girl loses her cherry to her flirty coworker in the stockroom.
Reunited Virgins: First Clay-Smeared Surrender
Childhood best friends, both 19-year-old virgins, finally fuck for the first time in slippery clay.
Party Cleanup In The Fitting Room
Virgin coworkers lose their virginity in the fitting room.
Reunion Couch at the Party
virgin codys first time with neighbor leilani.
Friends Share First Night
best friends share first night together.
Her Best Friend's Brother: The Deliberate First-Time Bet
Emma's best friend's hot stepbrother deliberately takes her virginity in the boathouse.
Rebound Stranger: Her Unexpected First Surrender
Virgin Sophie lets a hot stranger fuck her for the first time in a dirty alley.
Rebound Friends Share Karaoke Couch
Virgin friends Petra and Sergio share first-time couch.
Moored in Her Hunger
A shy virgin sailor loses his cherry to a bold stranger on a moonlit beach.
Roommates Finally Touch in the Stockroom
roommates finally fuck in the stockroom.
Locker Room Reunion
Shy alumni Callum and Omar share first-time gay sex.
Snowbound in Her Darkroom: Best Friend's First Claim
Trent claims his 28-year-old photographer best friend's virginity while snowed in her darkroom.
Studio Whispers: Her Please Changes Everything
A 22-year-old virgin model begs her 29-year-old photographer to take her right there on the studio floor.
Her Neighbor's Slow Karaoke Surrender
Shy virgin Imani loses her cherry to her neighbor's seductive R&B voice.
Brewery Widow's Forbidden First Taste
A 42-year-old brewery widow gets her first taste of a hot young delivery driver.
Reunited Long-Distance Virgins: Inked Skin and First Surrender
Long-distance virgin besties finally fuck each other senseless after years of secret pining.
Her Best Friend's First Bloom in the Cooler
Priya and Nikolai, longtime coworkers, get locked in a freezer and share her very first fuck.
Hot Tub Virgin Surrenders to His Best Friend
Virgin Ryan loses his cherry to his best friend Hugo in the hot tub.