A 17-year-old student in detention is seduced by his 34-year-old married teacher, leading to an unexpected encounter.
#older_woman_younger_man
156 stories tagged with this.
A teenage student continues his affair with his married computer science teacher, sneaking into her apartment while fantasizing about impregnating her.
A college-aged hotel maid in a revealing French maid uniform seduces an 18-year-old guest while his family dines nearby.
A true-story recollection of a teenage boy's first sexual encounter with an older woman, chronicling their tentative flirtation and the eventual progression to intimacy.
A teenage boy loses his virginity to an older woman in a raw, true-story recounting of their consensual encounter.
A divorced, sexually experienced older woman with red hair sets her sights on the young man next door, using exhibitionism to draw him in.
A 17-year-old student loses his virginity to his sexy French teacher after being kept behind for forgotten homework.
A 16-year-old boy starts his summer job at a supermarket and hopes to seduce a 38-year-old co-worker known for liking younger men.
A young man visits his best friend's home and ends up seducing his older mother, beginning with an intimate foot massage.
A young milk delivery boy's fantasies about older women on his route become reality when an older woman seduces him as a birthday surprise before his 16th birthday.
An 18-year-old courier at a 1970s Miami law firm recounts his first sexual encounter with the older bookkeeper, Eva.
A husband watches his wife seduce and fuck three teenage boys by the pool during a relaxing holiday in Portugal.
A recently divorced older woman seduces and blackmails her young neighbor who mows her lawn into becoming her submissive plaything.
Middle-aged cougar Kate uses mild mind control and her smoking fetish to seduce younger men at her real estate job.
A 15-year-old boy recalls his secret attraction to his 34-year-old divorced neighbor, recounting their conversations and his growing fixation on her.
An eighteen-year-old next-door neighbor becomes enthralled with his fifty-five-year-old divorced neighbor and enlists his two punk friends to share her.
A nerdy 19-year-old virgin responds to a Craigslist ad from a 42-year-old married housewife seeking a younger bull, leading to a threesome with her husband.
An 18-year-old grocery store virgin coworker falls for his 28-year-old divorced cashier coworker and pursues a relationship with her.
A drunk, horny 28-year-old man on a late-night train encounters a hot older woman in business attire and seizes the opportunity for a sexual encounter.
A 13-year-old boy recounts losing his virginity to his mother's attractive 46-year-old best friend after she walks in on him.