An 18-year-old discovers every woman in his small town is supernaturally gorgeous and lands an encounter with his hot older doctor.
#older-woman
529 stories tagged with this.
Jack continues his summer internship affair, navigating multiple older women while trying not to get caught by his fiancée.
Jon Snow seduces the ladies of Westeros to gain power, with this installment focusing on Catelyn Stark.
An engaged college intern away for the summer rents an apartment from an attractive older landlady and begins to be tempted toward infidelity.
An 18-year-old starting his senior year befriends his next-door neighbor's son and becomes drawn to his older mother.
A younger man recounts a morning tryst with his older coworker Sheryl after spending the night at her place, detailing their escalating makeout session by her front door.
A man strikes up a flirtation with a plump, mature ebony woman at the library and reconnects weeks later.
A young road-weary man gets pulled over by a well-endowed policewoman on Thanksgiving Eve and quickly finds the encounter taking a sexual turn.
A college student reflects on finding a memorable summer job while enjoying the warmer weather and the attention of attractive women.
A teenage transfer student becomes infatuated with his attractive older teacher, recalling past encounters with older women as he navigates this forbidden fixation.
A nightclub owner lures a widowed singer to his penthouse under the pretense of an audition, plying her with liquor to lower her defenses.
A 22-year-old man reconnects with his mom's flirtatious 38-year-old gym teacher friend at a backyard party and gets more than he bargained for.
A married man recounts his affair with his mother-in-law, a nudist and swinger who teases him while he works on her boyfriend's bathroom remodel.
An eighteen-year-old boy spots an older woman pleasuring herself through a window and decides to approach her, hoping for a first-time encounter.
A young Spanish high school student recounts his real-life sexual encounter with his married history teacher who took his virginity.
A young man returns to a family company convention where past romantic encounters await, hoping to reconnect with former flings while keeping secrets hidden.
After waking in Ellen’s home and changing into freshly cleaned clothes, David joins the older woman as their flirtatious rapport continues.
A pool-service worker encounters a group of older women at a retirement condo complex and later becomes involved in a series of sexually explicit encounters.
A young man befriends his older trucker buddy's busty girlfriend in 1980s Memphis and faces temptation while lodging at her place.
A recently divorced man meets an attractive older woman in his apartment building's laundry room and ends up fixing her computer, leading to a seduction.