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.
Rain-Soaked Seduction
Camila, 45, invites her soaked 22-year-old daughter's best friend inside and gives her a hot first-time lesbian night.
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.
Learning Women's Bodies with My Friend's Mother
Priya, 42, teaches eager 19-year-old Damon all about a woman's body in her bedroom.
Roommates Finally Touch in the Stockroom
roommates finally fuck in the stockroom.
Lighthouse Flame: Her Divorced Neighbor's First Claim
Roxanne, 22, loses her virginity to her hot 38-year-old divorced neighbor on a stormy night.
Locker Room Reunion
Shy alumni Callum and Omar share first-time gay sex.
Futa's 13 1/2 Inch Interracial Breeding of White Wife
A 28-year-old white housewife gets her first 13½-inch black futa breeding while her husband watches.
Rained-Out Costumes: Her Best Friend's Tent Virginity
Bianca's 28-year-old best friend Franklin takes her virginity in a rain-soaked tent.
Her First Taste Under Lanterns
Shy 22-year-old baker Roxanne gets her first taste from neighbor Everett under swaying lanterns.
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.
Vinyl Shadows: Her Skinny-Dipping First Claim
Lorenzo claims his eager 22-year-old virgin customer's first raw fuck in the shop's rainy courtyard tub.
Aquarium Shadows: Her Best Friend's Please
Two 22-year-old virgin friends fuck for the first time at the aquarium after hours.
Her Quiet Best Friend's Darkroom Surrender
In his basement darkroom, 24-year-old Terrence takes his eager 22-year-old best friend Yvonne's virginity.
Masquerade Stranger Claims Her First Surrender
At the masquerade ball, 22-year-old virgin Paulina begs the masked stranger to take her first time.
Aquarium Midnight: Her Deliberate Lost Bet
Virgin graduate Roxanne deliberately loses a bet so her hot boss Callum can take her first time.
His Neighbor's Hands at 4AM
His 28-year-old neighbor gives the eager 22-year-old virgin his first hot fuck at 4AM.
Reunited Flame: Her Dawn Bakery Surrender
Ex-Marine Xavier reunites with 22-year-old bakery owner Fiona and takes her virginity on the flour-dusted prep table.
Karaoke Whispers: The Quiet One Claims Her First
Shy 26-year-old virgin Priya begs her 29-year-old coworker Wesley to claim her first pussy at karaoke.
Office Party Whispers: Her Best Friend's Slow Surrender
Miriam's first time with her eager 30-year-old coworker at the office party.
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.
Sparring Partner's After-Hours Virgin Tease
Colette begs her 26-year-old MMA trainer to take her virgin pussy after hours.