A teenage boy helps his friend's girlfriend, then is pulled into a much more complicated situation with her mother.
#older-woman
529 stories tagged with this.
A 17-year-old boy stays with his older married neighbor, a hot MILF in her mid-40s, while her family is away for two weeks.
A couple on holiday befriends neighbors and their teenage son, leading to flirtation and sexual tension that threatens to spill into group play.
A man with a cheating past sets up an apartment for his lovers before heading to visit his step-aunt with naughty intentions.
An 18-year-old student becomes infatuated with his gorgeous new English teacher after catching glimpses of women through windows on his walk to school.
A 17-year-old café worker and an insatiable older barista develop a sexually charged workplace dynamic.
A recently divorced man fulfills his longtime fantasy by hooking up with a grey-haired, well-endowed older woman he meets on an adult dating site, sharing an intensely physical and oral-focused encounter at a hotel.
A teenage boy fantasizes about and seduces his parents' older married neighbour while they are away.
An ongoing erotic series follows a man navigating encounters with multiple women including Karen, while her husband Don is terminally ill and friends like Sandy deal with ex-husbands and new romances.
A young man recounts his long-standing attraction to an older woman he babysat for as a teen, culminating in an intimate encounter years later when she's divorced and throws a hotel party.
A sixteen-year-old boy reconnects with an older divorcée he met in an online chatroom, escalating from virtual roleplay to an anticipated real-life encounter.
A teenage boy stays after school and seduces his stressed, busty, over-40 married teacher who ends up initiating a sexual encounter with him.
A financially struggling college student takes a photography-assistant job for a striking older woman and discovers that his fantasies about her may be closer to reality than expected.
After a fire forces a younger man to move into his older girlfriend's house, her college-aged daughter makes an unexpected move on him.
A 28-year-old white youth baseball coach becomes infatuated with the striking 40-something Black mother of one of his players, and their connection eventually turns into a sexual affair.
A young Indian engineering student recounts how giving directions to an attractive 41-year-old woman led to the best sexual encounter of his life.
A 29-year-old woman waits for the furnace repairman but gets far more than she bargained for when his well-endowed young grandson shows up instead.
An older woman discovers her hot night of passion was with an 18-year-old who she once babysat, the grandson of her family's repairman.
A 16-year-old boy on a summer trip to France discovers his host mother Danielle is the dominant woman of his fantasies.
A young insurance salesman seduces a married Marwari aunty after a business meeting, fantasizing about her body and arranging a visit to her home.