A nervous 16-year-old virgin goes on a date with her sweet boyfriend, unsure if the night will lead to her first time.
First-time
103 stories.
A nerdy sixteen-year-old boy goes to prom and wakes up the next morning with an unexpected girl beside him.
A 16-year-old boy attends Rebecca's birthday party hoping to get close to the girl of his dreams, but ends up in the hot tub with her in a bikini and wonders if this might be his lucky night.
A puritan college girl on a geology field trip loses her virginity to a bold, persistent male classmate.
A young man describes his romantic courtship and plans to take his girlfriend's virginity, turning her into a sex addict.
Jim and Jenny's business arrangement continues the morning after he takes her virginity, as tender aftercare follows their negotiated encounter.
A self-described 'cherry popper' recounts her specialty: taking money from inexperienced young men for the privilege of being their first, framing it as a mutual kink rather than prostitution.
Teen nerd Billy recounts losing his virginity with a sex worker, presented as the companion viewpoint to a previous partner's perspective.
A straight-laced valedictorian ditches campus in disguise to finally lose her virginity to a stranger.
A 21-year-old man visits his 19-year-old Muslim friend's home during Ramadan and loses his virginity to her after they sext for two years.
A man reminisces about losing his virginity to a girl named Jennifer during a high school holiday, triggered by an intimate encounter with a current lover.
A teenage baseball-playing virgin and his girlfriend consummate their relationship on the ball field after a hot day of practice.
A nervous young woman loses her virginity to her boyfriend at their secret river spot, with him taking things slow and gentle.
A teen girl recounts the night her eighth-grade boyfriend Mark took her virginity on their first date.
A large football player loses his virginity when a cheerleader unexpectedly walks in on him showering after a game.
After an intense double-penetration session, a confident house slut welcomes her nervous virgin companion for his first experience in the bedroom.
A bullied, insecure virgin heads off to college hoping for a fresh start, only to encounter an old tormentor and meet a pretty blonde coed.
A teenage virgin's 18th birthday party takes an embarrassing turn when friends gift him a sex doll, marking the start of his first sexual adventures.
The school's acknowledged king and queen finally get together on their first date, where Mark's legendary reputation as a ladies' man is at odds with his actual virginity.
A 17-year-old reconnects with an old classmate online and agrees to take her virginity at a local park.