#virginity-loss
457 stories tagged with this.
A teenage boy finds a classmate's private diary detailing her sexual fantasies and her fear of losing her virginity, setting up a potential manipulation.
An unhygienic, lonely middle-aged man finally gets a chance at sex by blackmailing a young tease who enjoys exposing herself.
An older man introduces his sixteen-year-old neighbor and her cheerleader friend to sex, including anal, oral, and swallowing.
A paranormal spirit named Nayla takes teen couple Nina and Lucius on a fun outing that ends with magical, mind-influenced play and their first sexual experience together.
A brilliant young Indian woman navigates cultural pressures and personal hardship as she comes of age and loses her virginity to an older man.
A shy 17-year-old recounts the true story of losing his virginity during a restless summer after high school in 1984.
A young crossdressing sissy meets a dominant older man from a fetish site who wants to feminize her long-term, and must decide whether to take the leap from online fantasy to real-life submission.
A nervous young man visits an older prostitute for the first time and loses his virginity.
A sexually frustrated older mother reconnects with her young lover while he is now dating her college-age daughter, leading to a shared encounter.
A teen girl and the cousin of her best friend fantasize and eventually connect over their mutual desire to lose their virginity to each other.
A middle-aged white private investigator's stormy drive home from New York takes an unexpected turn when he meets an Indian woman during a hurricane.
A teenage boy drives a nervous young woman to a hotel to take her virginity, indulging his depraved fantasies under the guise of doing her a favor.
A teenage boy moping over his religious girlfriend leaving for summer camp sets out to lose his virginity before college, starting with getting in shape.
A couple shares her first time, with the partner taking it slow and edging her before taking her virginity.
A college guy works up the nerve to ask out the campus girl everyone assumes is easy, only to discover she may be nothing like the rumors suggest.
A newly deflowered young Asian woman reflects on losing her virginity to an older man and wrestles with her awakened desires alone in her hotel room.
A diary-style confession framed as a writing club submission chronicles her sexual liberation and nude self-photography adventures after her husband leaves.