A teenage neighbor secretly watches and eventually seduces his best friend's mother, fulfilling a long-held obsession.
#loss_of_virginity
137 stories tagged with this.
After finally sleeping together, a young woman senses tension from her boyfriend and fears something is wrong on the ride home.
A teenage girl's true account of losing her virginity to her older boyfriend after 18 months together.
A young man and his teen step-relative spend the morning together after losing her virginity the previous night, navigating awkwardness and parental absence.
A virgin high school senior is urged by her two horny male friends to help one of them with a blow job, sparking her first sexual experiences.
A former good-boy actor in college finally loses his virginity to his friend's girlfriend after being initiated into the drama department's wild party scene.
A man uses his mind-control ability to orchestrate an orgy with multiple women, taking one virgin's anal virginity while others pleasure each other.
A 16-year-old sneaks out to a party hoping to lose her virginity to her crush.
A teenage girl reflects after losing her virginity to a boy scout leader's son during a camping trip, navigating secrecy and complicated feelings.
A 15-year-old high school sophomore loses her virginity to her 19-year-old college boyfriend after a teasing session on his couch.
A teenage piano student and her middle-aged teacher give in to their mutual forbidden desires during lessons.
A young woman recounts her first three sexual encounters, describing everything from awkward drunken bleacher sex to losing her anal virginity to the pool cleaner.
A young woman confesses to her mother that an older man took her anal virginity, only to discover her mother shares similar sexual experiences in her own life.
Christie sneaks home after losing her virginity and reflects on how the special night did not go as planned.
A 15-year-old virgin stumbles upon a farmer's wife servicing a massive horse in the barn and is invited to watch and participate.
A teenage boy in a wizard costume is magically shrunk and transported to a fantasy realm where multiple tiny fairy-like women service him at once.
A 16-year-old boy discovers his 14-year-old sister is on birth control pills, setting up a sibling encounter.
A man and April have sex at a campground, with April losing her virginity during an intense encounter.
A sober young woman picks up a stranger from the road who promises to relieve her sudden horniness, leading to her first sexual encounter.
An 18-year-old white girl is taken by her older friend to a sketchy Mexican apartment party where she gets separated and pressured into her first sexual encounter with two men.