The last virgin at a notoriously debauched high school schemes to stay abstinent while her bisexual friends plot her deflowering.
#losing-virginity
58 stories tagged with this.
A young woman describes losing her virginity in a group encounter and her first lesbian experience with a girlfriend while her boyfriend is on his way over.
A lonely young girl and her next-door neighbor boy explore their burgeoning desires in the remote countryside, leading to her loss of virginity.
A teen girl recounts skipping her junior prom after-party for drunk, group sexual encounters with her boyfriend and her best friend's older boyfriend.
An outcast teen finally gets his chance with the flirtatious girl he's been pining for after her breakup leads her to walk home with him.
A young man loses his anal virginity to an older man after lathering up and preparing with lube in a bareback encounter.
A frustrated virgin college guy loses his virginity to his girlfriend's sexy Latina roommate, who then invites the jealous girlfriend to join in.
A 17-year-old boy and his 16-year-old girlfriend explore each other for the first time on a date in town, with hints of her sister joining later.
A teen convinces his girlfriend to attend an end-of-summer lake blowout party with a keg, bonfire, and togas.
A 14-year-old nerd recounts losing his virginity to the promiscuous girl who sat next to him in Maths class.
Two fourteen-year-old childhood sweethearts lose their virginity together in a sweetly awkward first time.
Sixteen-year-old virgin narrator and his friend try to lose their virginity with two willing fifteen-year-old girls in a summer of awkward adolescent encounters.
A drunken teenage girl's true story of her first sexual experience at a high school party.
A young woman reflects after losing her virginity to her boyfriend EJ, discussing future travel plans together in a mix of English, Italian, and Spanish before visiting her mother at a hotel.
A high school jock recounts losing his virginity and then breaking in his new younger girlfriend Allie, who finally gives up her cherry at a party.
A teenage boy's first romantic and sexual experiences with his girlfriend Bethany, including waking up to oral sex after a night of smoking weed together.
After discovering his girlfriend cheated on him, a teen begins losing his virginity with another girl while still sorting through his feelings.
A sixteen-year-old boy in the early 1960s works up the courage to lose his virginity to a prostitute offering five-dollar blowjobs behind a local bar.
A man recounts the true story of meeting the woman of his dreams at a coffee shop and the long, tender journey to losing their virginities together.
An older man convinces his young Asian neighbor to lose her virginity to him after their initial sexual encounter.