A teenage virgin meets his stepmother on an adult chat site and unexpectedly shows up at her door for a sexual encounter.
#loss_of_virginity
137 stories tagged with this.
A father turns his newly-18 daughter and her convent-raised friend into his bondage sex slaves after discovering them watching porn.
A young Navy petty officer loses his virginity to an older woman during his first overseas liberty in the Mediterranean.
A drunken post-prom hookup with her ex leads a young woman to lose her virginity in a crowded room, too intoxicated to care who might be watching.
A girl recruits her curious friend to join her brother for a weekend of sexual exploration, including kissing, oral, and more.
An 18-year-old describes his first sexual experience with his sister-in-law during a power outage while their families are away.
An eighteen-year-old Christian girl breaks her chastity vow during a study session with two boys at a friend's empty house.
A college guy continues his bet to seduce his girlfriend's freshman sister, picking up where they were interrupted during her first sexual experience.
A young woman named Dawn is coerced by multiple men into anal sex and oral penetration under threat of recorded footage.
An 18-year-old Army recruit on guard duty encounters an older woman in her 60s who transforms his understanding of sex and his confidence.
A young man continues his sexual relationship with his mother before leaving for college in Utah.
A teen boy wakes up beside his new girlfriend after their first night together, reflecting on falling for her as she cooks him breakfast.
A teenage boy loses his virginity to an older prostitute who teaches him about intimacy and encourages him to pursue women on his own.
A 17-year-old reconnects with an old classmate online and agrees to take her virginity at a local park.
A new male intern is summoned to a weekend office 'ice-breaking session' by his three senior female colleagues, who take control of the situation.
A Victorian gentleman's memoir of seducing a French servant named Louise, detailing his calculated courtship and intimate encounters.
After losing her virginity, Nisi can't get enough and seduces Brock again in the backseat.
A young man recounts his first sexual experiences with a much older woman, detailing the lessons he learns about love, desire, and the complexities of human relationships.
A young woman's first encounter with a handsome youth leads to a passionate afternoon of love and discovery.
A young man loses his virginity to a fairy who's been waiting for him all her life.