Two high school seniors spying from the woods catch more than they bargained for when their prim, attractive older neighbor begins parading around her house in barely-there nightwear.
#older-woman
529 stories tagged with this.
A 26-year-old commercial artist becomes entangled with an 18-year-old girl and her mother after arranging a modeling session at their home.
A college student takes a job at an exclusive retirement home and ends up as the plaything of three much older women.
An older married woman indulges her beachside fantasy by enticing a young surfer with topless sunbathing and a sexual encounter.
A 17-year-old student becomes infatuated with his attractive middle-aged neighbor and hopes to get closer when she needs a handyman while her husband is away.
A 16-year-old orphan boy develops a sexual relationship with his best friend's 38-year-old single mother.
A widowed father of three boys marries Elena, a woman who had a hysterectomy after her first marriage, and she becomes involved with his sons.
A young college student delivering a late-night pizza to an affluent older widow finds himself unexpectedly falling for her.
A young man working at the home of his uncle's mother-in-law is drawn into a flirtatious conversation about sex that awakens mutual desire.
A 23-year-old narrator recounts the evening he loses his virginity to his 39-year-old girlfriend Beverly at her place.
A young maintenance man visits an older woman's apartment to fix a stuck window and encounters a sultry surprise.
Two older women friends at a NYC gym share a fondness for younger, fit men and the fun of unattached flings, until Monica's career life brings a new complication.
A 15-year-old boy on his weekend chore notices his employer is unwell and isolated, setting the stage for an intimate encounter.
A 17-year-old student in detention is seduced by his 34-year-old married teacher, leading to an unexpected encounter.
A male grad student pursues his mature university counselor while also seducing her younger sister.
A 16-year-old boy staying with his sexy 43-year-old godmother sneaks through her intimate belongings before their relationship turns physical after a late-night encounter.
An 18-year-old student pursues his attractive older English teacher who eventually agrees to a purely physical arrangement despite religious reservations.
A young man living in a shared ancestral house begins a submissive relationship with his attractive older neighbor whose husband frequently travels.
A young man recounts his multi-year online seduction of a married older woman in a loveless marriage, culminating in their eventual meeting.
A teenage student continues his affair with his married computer science teacher, sneaking into her apartment while fantasizing about impregnating her.