A college freshman working at a movie theater discovers the summer staff and their older female managers have a wild reputation for workplace hookups.
#older-woman
529 stories tagged with this.
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.
A young man secretly watches and fantasizes about his attractive older step-cousin Carolyn while she's visiting on a sweltering summer day.
A teenager obsesses over and rekindles a secret affair with his brother's older girlfriend while she sunbathes by the pool.
A Caribbean man recounts his lifelong sexual relationship with his older godmother/cousin, from childhood fondling to adult encounters.
A young man sneaks into his older godmother's room late at night, consumed by lust after their first sexual encounter.
An 18-year-old grocery store virgin coworker falls for his 28-year-old divorced cashier coworker and pursues a relationship with her.
A young man moves to Phoenix to help his mother and finds himself surrounded by attractive MILFs at his new job.
A young ex-Navy college hockey star begins a kinky affair with his wealthy older widow boss.
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 husband arranges a threesome for his 50-year-old wife with two 19-year-old men while he watches and films.
A stocky 15-year-old rugby player stays after class for French tutoring from his petite, well-endowed teacher, leading to a steamy student-teacher rendezvous.
A man becomes entangled in an electrifying sexual tension with his fiancee's mother, blurring the lines of family loyalty.
A young man continues his sexual education with an older woman who introduces him to various acts, building toward his first intercourse.
A young farmhand hired to run a pumpkin farm while the owner is in rehab finds himself entangled with the older wife and hired help.
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.
A nearly fourteen-year-old boy recounts a provocative encounter with a young woman who picks him up while he is hitchhiking to visit a friend.
A young man home from college spies on his nude older neighbor sunbathing and eventually becomes her hired help.
A teenage boy recounts a true birthday encounter at a summer river camp involving his parents' older friend Brenda, whose husband Tony lost his genitals in a logging accident.