A well-endowed shy high school senior nicknamed 'Wiener' is approached by a popular classmate who wants to see his famously large cock, leading them to an empty classroom.
#awkward
1189 stories tagged with this.
A high school sophomore discovers his girlfriend and best friend sneaking off together after being left alone with his stepsister.
A first-person account of the morning after a woman's first sexual encounter with her own mother, wrestling with shame and confusion.
After being caught watching her brother with his girlfriend, Jane is stunned when the couple invites her to join them in bed.
A geeky teen girl visits her childhood friend's house and finally acts on years of pent-up feelings when his parents are away.
A teenage boy stays after school and seduces his stressed, busty, over-40 married teacher who ends up initiating a sexual encounter with him.
An 11-year-old girl describes herself as an oddball with mismatched style and unusual features, navigating social isolation with her only friend Kyle while dreading puberty.
A teen boy loses his anal virginity to his older, muscular boyfriend in a tender and comedic shower scene.
A nerdy eighteen-year-old virgin visits a prostitute to lose his virginity after struggling to attract romantic partners.
A 14-year-old boy investigates strange claw prints and brutal maulings near his home, hinting at a werewolf curse.
A college guy can't resist his attractive classmate and convinces her to join him in the bathroom for his first anal experience.
A college freshman meets a handsome guy in class, helps him move in, and loses his anal virginity in a first-time gay encounter.
A nervous, overlooked girl starts her first day of high school, already stumbling into embarrassing situations, hinting at her descent into a wilder life.
A closeted freshman discovers his new roommate is the guy he's been crushing on.
Two preteen best friends growing up next door begin discovering their sexuality together and experiment with each other for the first time.
A shy college freshman sneaks out to help her friend retrieve stolen items and ends up seduced by her friend's older brother, a popular football player.
A closeted college freshman is paired as roommates with the handsome guy he's been crushing on, leading to nervous first encounters in a shared dorm room.
Sonic the Hedgehog reunites with his longtime crush Amy Rose, and the two spend a carefree day swimming together at the creek.
A teen girl becomes instantly smitten with a new boy in her English class after hearing about his looks and bass-playing talents.
Two closeted high school wrestling teammates discover mutual attraction after a close-contact drill leads to a locker room encounter.