An 18-year-old nerdy gamer meets a plus-size girl in a high school hallway and attempts to navigate his first romantic and sexual experience.
#awkward
1189 stories tagged with this.
A teenage boy takes his strict-Catholic latina girlfriend to their first high school dance, anticipating an intimate milestone night together.
A 15-year-old wrestler shares a tense pool moment with his best friend's younger brother that sparks a shared exploration of their sexuality.
A failing teenage photography student persuades his attractive mother to model nude for his coursework, setting up an increasingly intimate photo shoot.
An 18-year-old graduate returns to her private school to confess her feelings to the 32-year-old Dean of Students who has long desired her.
A young girl growing up in suburban Arizona stumbles upon her father's hidden stash of adult magazines and embarks on a solo quest of sexual discovery behind an old Mustang.
A 14-year-old virgin's freshman year of high school, starting with his social life and friendships as he begins exploring sexual experiences.
A teen boy watches his crush dancing sexily before boldly kissing her on the sofa, leading to their first intimate encounter.
A 13-year-old boy pursues his longtime crush on a popular athletic classmate during a neighborhood bike ride.
A shy teenage boy works up the courage to ask out the biggest, bustiest girl in his class and meets her large Mexican family.
A 16-year-old virgin recounts losing his virginity to one of his female friends in a casual fuck-buddy arrangement.
A lonely goth teen hoping to lose his virginity encounters a werewolf under the full moon.
iCarly fanfiction where 15-year-old Freddie navigates his crush on Carly and complicated dynamic with Sam, leading to teen sexual exploration.
A teenage boy finally notices his longtime female friend is attractive and their study session turns into his first sexual experience.
A teenage virgin is seduced by his older babysitting client's wife, leading to a first sexual encounter between them.
Two high school senior girls spark an unexpected romantic and sexual connection during a truth or dare game at an end-of-year party.
A 12-year-old girl harbors a crush on her 8th grade math teacher that blossoms after he offers her a ride home from school.
Two brothers take turns exploring their reluctant teen cousin on the living room sofa.
A young man reunites with his crush, a neighbor leaving for college, and they finally act on the feelings they never expressed during high school.
A nervous teen boy's first sexual encounter with a tanned older girl in a late-night school bathroom.