A teenage boy visits his mother's recently divorced best friend, and she offers to teach him about sex firsthand.
#awkward
1188 stories tagged with this.
A trailer-dwelling furniture salesman reconnects with an old flame via a bluntly honest email confessing his sexual fantasies about her.
A shy teen with a crush on classmate Cody finally gets his chance at Cody's wild house party.
Two teen boys give in to mutual attraction when one initiates oral sex in a bedroom encounter.
A teen boy schemes to get his crush alone after their first sexual encounter, using a hockey game as an excuse to invite him over.
Two teen girls return from winter break and decide to play up lesbian rumors at school, leading toward domination and submission play.
A teenage camp counselor finds himself reluctantly charmed by a persistent twelve-year-old orphan girl next door during a long summer.
A nervous teen boy goes to his smokin' hot classmate's house for a biology project, only to find her parents unexpectedly leaving them alone together.
Two 16-year-old best friends babysitting on a Sunday night play truth or dare that quickly escalates from stripping to their first sexual experience together.
A young naturist teen navigates jealousy and hidden desires while strategizing with his crush about how to handle a suspicious friend.
A naturist kid navigates little league baseball, first crushes, and the social challenges of youth sports with his coach father.
Two fifteen-year-old best friends engage in their usual play-fighting that slowly turns into an exploration of sexual tension on a hot summer day.
A drunk teenage virgin catches his mother pleasuring herself with a large toy, sparking a forbidden attraction between mother and son.
Two Catholic school girls reunite after a sinful first encounter, struggling with guilt and desire.
A shy, bookish college sophomore staying late at the library encounters a new male student who helps her discover romance and her own sensuality.
Teen couple Jeff and Maria reconcile after a lovers' quarrel with humor and vulnerability, while Sean's father visits unexpectedly.
A straight-identifying teen and his gay friend wake up together after their first encounter and continue exploring oral sex while watching porn.
A teenage boy left alone with his older cousin discovers gay porn and is seduced into his first sexual experience.
A college student and his girlfriend's twin sister sneak off during a seaside field trip and give in to temptation at the beach.
Two teenage boys alone on a Saturday morning find their friendship crossing into sexual territory when boredom gives way to curiosity.