A teenage boy babysits a younger girl over time as their relationship gradually crosses inappropriate boundaries.
#babysitter
89 stories tagged with this.
A 15-year-old boy recounts his first intimate encounter with his attractive 34-year-old divorced neighbor, whom he had long admired from afar.
A young woman continues her sexual adventures while babysitting, this time with an older married man whose teenage son is away.
A babysitter becomes sexually fixated on a young boy she catches with an erection and plans to initiate him into sex.
Two teenage boys babysit for a hot MILF who can't pay the full rate and offers sexual compensation instead.
A father in an open marriage stays up late watching a movie with his shy teenage babysitter, who begins showing subtle signs of attraction.
A married man is left alone with his shy 16-year-old babysitter, who gradually reveals herself and offers to help him with her 'problem.'
A teenage babysitter initiates a sexual encounter with her 11-year-old cousin during a Saturday night of sitting.
A 14-year-old babysitter describes her experiences with the divorced father who hires her and her encounters with his twin sons.
A lonely widower shelters his teenage babysitter and the neighbor kids during a power outage, leading to an unexpected intimate encounter.
A 15-year-old boy babysitting his 9-year-old cousin during summer develops a crush and finds opportunities for physical closeness during pool play.
A 15-year-old babysitter with lesbian experience plans to seduce the 10-year-old girl in her care during a overnight sitting job.
A teenage boy babysitting his young neighbor gives in to his longstanding forbidden attraction on a night alone with her.
A bored teenage babysitter becomes sexually fixated on the young sisters in his care, setting the stage for a disturbing tale of abuse.
A sixteen-year-old boy is stuck with an older female babysitter for a week while his parents are away, and he can't help but notice her figure.
An 18-year-old babysitter is threatened at knifepoint and assaulted by her 19-year-old charge while his parents are out.
A man tasked with watching his girlfriend's teenage niece for the weekend finds himself increasingly drawn to her as she begins to come of age.
An 18-year-old babysitter discovers his 10-year-old neighbor likes being naked, leading to sexual exploration over a weekend.
A teenage babysitter takes advantage of his young cousin by bathing her and initiating sexual contact while her family is away.
A married man discovers his 18-year-old babysitter in his bed wearing his wife's nightgown, leading to an intimate and forbidden connection.