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.
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.
Next Door Boy
Cassidy seduces her eager virgin neighbor Roman for his very first time.
My Friend's Urge to Deflower My 36DD Stepdaughter
A man finally gives in and deflowers his eager stepdaughter's virgin pussy.
My 63 Year Old Petite White Wife Gets Ripped Wide Open By Her First Enormous 14 Inch Thick BBC
My petite wife eagerly lets our neighbor stretch her with his first enormous 14-inch BBC.
Friends Share First Night
Best friends share first night together.
Wife's First BBC Stretch
Husband watches his wife get her tight pussy slowly stretched by her first 13-inch BBC.
Rain-Soaked Seduction
Camila invites her soaked 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.
Young Sister's First Date
Heather helps her nervous stepsister Harriet discover her first lesbian orgasm before she goes on her date.
Hotel Bar Surprise: Sucking and Getting Fucked
Married businessman Felix gets his first surprise taste of a ladyboy's cock then gets fucked hard.
Rebound Stranger: Her Unexpected First Surrender
Virgin Sophie lets a hot stranger fuck her for the first time in a dirty alley.
Rooftop Widow's Slow Midnight Surrender
A lonely widow lets her hunky maintenance man be her first new lover on the rooftop.
Rebound Friends Share Karaoke Couch
Virgin friends Petra and Sergio share first-time couch.
Curly-Haired Blonde Discovers Her First Huge Cock
Nadia gives her first eager blowjob to Barrett’s huge cock.
Her First Massive Cock
Estelle eagerly sucks and strokes her first massive cock on a hot first date with Reid.
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 teaches eager Damon all about a woman's body in her bedroom.
13 Inch BBC Takes Beautiful Wife
Beautiful wife gets her first 13-inch BBC while her husband watches.
Roommates Finally Touch in the Stockroom
Roommates finally fuck in the stockroom.
Lighthouse Flame: Her Divorced Neighbor's First Claim
Roxanne loses her virginity to her hot divorced neighbor on a stormy night.
My Roommate Claims My First Time
Renata's hot roommate claims her eager virginity.
Futa's 13 1/2 Inch Interracial Breeding of White Wife
A 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 best friend Franklin takes her virginity in a rain-soaked tent.
Her First Taste Under Lanterns
Shy baker Roxanne gets her first taste from neighbor Everett under swaying lanterns.
Midnight Rooftop Bet: Her Best Friend Claims Her First
Best friends Renata and Errol fuck on a rooftop after a truth-or-dare bet takes her virginity.
Snowbound in Her Darkroom: Best Friend's First Claim
Trent claims his photographer best friend's virginity while snowed in her darkroom.
Vinyl Shadows: Her Skinny-Dipping First Claim
Lorenzo claims his eager virgin customer's first raw fuck in the shop's rainy courtyard tub.