A wealthy 50-year-old businessman hires two 18-year-old college work-placement students to help with his limo business, leading to intergenerational temptation.
#older_man
412 stories tagged with this.
A high school volleyball coach becomes obsessed with his 16-year-old player and crosses ethical lines.
A long-haul truck driver takes advantage of a chance encounter with a tween-aged girl at an interstate rest stop.
An older cousin welcomes his 25-year-old cousin Stacy to stay with him after her breakup, leading to an intimate shower encounter that crosses family boundaries.
An adult man seduces and sexually pleasures his 14-year-old neighbor under the guise of teaching her about pleasure.
A young woman wrestles with guilt over an office affair with her older married boss, torn between refusing his advances and the promise of a promotion.
A recently divorced 45-year-old man explores kinky desires and submission dynamics with his enthusiastic 23-year-old girlfriend in a park setting.
A wealthy older businessman selects a beautiful 18-year-old Latin American virgin and offers her the choice to become his mistress.
A shy young woman recounts sleeping with her married older boss and brings her outgoing teenage friend Karen to a work happy hour.
A divorced older man seeking release meets a younger married woman whose truck-driver husband ignores her needs, leading to a no-strings arrangement to ease both their frustrations.
A young girl seduces her older tutor during a tutoring session after developing a taste for adult encounters.
Two young women in the 1980s smoke pot, attend an adult theater, and discuss their shared experiences with an older lover while planning a potential threesome.
A 60-year-old man fantasizes about his newly-divorced neighbor seducing him while he does a small home repair.
An older male recounting a true encounter at a swimming pool involving a hard-on visible in his speedos, set nearly two decades after an earlier story with his favourite landlady.
A voluptuous 19-year-old art student with a fixation on older men tries to seduce her much older art teacher who has been openly watching her.
A married 45-year-old project manager meets his wealthy client's teenage daughter and becomes infatuated with her beauty.
A college student meets her art teacher again after their first night together, eager for more on her exam day.
A teenage girl invites her older neighbor inside for water, which leads to an unexpected tour of her empty house.
A shy 19-year-old aspiring model visits an older photographer's office to pursue her dream, navigating her newfound confidence after a difficult childhood.
A newly hired male kindergarten teacher becomes entangled in an illicit relationship with his young students at a Catholic school.