A drunk teen gives his straight best friend his first blowjob during a sleepover after a night of drinking.
#youthful-discovery
38 stories tagged with this.
A teen boy seizes the moment when his longtime best friend becomes single and vulnerable, leading to their first sexual encounter.
A young man lounges at home when his teenage cousin visits for a two-week stay, testing his self-control as he still fantasizes about a recent encounter with a neighbor named May.
A teenager's mid-century coming-of-age journey through mutual masturbation with a friend and a chance encounter with an older man at a club.
A 13-year-old boy convinces his 18-year-old cousin to give him a footjob while babysitting him over a weekend.
An autobiographical coming-of-age tale of a young man in 1970s England who discovers the thrill of public glory holes, recounting his nervous first encounters with anonymous sexual adventure.
A young rider gets riding lessons from her sexy Mexican trainer at a ranch, leading to an unexpected encounter in the tack room after a playful mishap with her horse.
Two teen boys explore their bisexual desires together and eventually invite a voyeuristic girl to join them after she catches them watching her.
A teenage boy skinny-dipping at summer camp encounters Stephanie, a girl from his class, leading to an unexpectedly intimate encounter before his 16th birthday.
Two fifteen-year-old honors students paired for an English assignment share a nervous, tender first sexual experience together over a weekend alone at her house.
A teenage boy and older young woman share a summer of sexual exploration in and around a treehouse.
A nostalgic memoir of elementary school summers as a young boy recounts his lifelong friendship with the handsome, well-endowed Marty.
A lonely young girl and her next-door neighbor boy explore their burgeoning desires in the remote countryside, leading to her loss of virginity.
Teen boys continue exploring their sexuality at a restaurant dinner, eyeing a new potential playmate.
An autobiographical account of a boy's innocent sexual awakening during sixth grade, beginning with his first nocturnal experience dreaming of a neighbor.
A man recounts how a bet at 17 to seduce two sisters sparked a lifelong pursuit of sister pairs, describing his early encounters and ongoing search for a fourth set.
Two 13- and 14-year-old boys on a church retreat slowly test the waters of their shared attraction, leading to a tender confession of mutual feelings.
A teenage boy's beach swim with a sheltered classmate leads to a shivering, intimate encounter as they warm up together in a boathouse.
An Asian teen reflects on her transition from shy schoolgirl to young woman, losing her virginity to an older boy after a festival celebration.
A lonely teenage boy camping on a rural peninsula meets a girl during a Fourth of July gathering and navigates the nervous excitement of a first summer romance.