A teen boy joins his crush's family on a ski vacation, sneaking intimate moments with the married father while their partners entertain themselves nearby.
#sneaking-around
52 stories tagged with this.
A teen girl with a secret crush on her best friend's older brother finds herself alone with him after a pool day sleepover.
Teenage Milo nearly gets caught in an awkward situation on Christmas Eve as his father barges in unannounced.
A teen boy picks up his girlfriend in his windowless van for a secret road trip filled with roadside oral sex.
A teenage boy sneaks into his 15-year-old girlfriend's house late at night for a secret sexual encounter.
Autumn sneaks into her boyfriend Thomas's closet to hide from his mother, leading to playful teen flirtation and truth-or-dare games at school.
A teen boy plans an anniversary surprise for his girlfriend, who can't wait and initiates things in the car on the way to dinner.
A teen boy's crush sneaks into her brother's room at night to seduce him, but the brother is sleeping just feet away.
A man sneaks into his girlfriend's house and joins her and another woman in a threesome.
A high school senior reconnects with a college freshman named Shannon and their flirting slowly escalates toward an intimate encounter.
A 16-year-old boy hosts a party and ends up alone with a cheerleader who needs a place to stay and a shower.
A teenager receives a tempting call from his friend's mother inviting him over for a weekend rendezvous while her son is away.
A teen boy is drawn into Vikki's scheme to sleep with both her and her mother without either woman knowing about the other's affair with him.
A teenage boy living alone for the weekend finally gets his chance to visit his older married neighbor Miriam.
A 15-year-old swimmer gets close with a younger 13-year-old teammate in cramped changing room stalls and showers.
A teen boy sneaks his girlfriend into his house at night while his parents sleep, leading to oral sex and more.
A sexually frustrated teenage boy sneaks peeks at women and eventually finds himself sharing a room with his girlfriend's older sister.
A male narrator finally gets his chance with his female friend Becca after walking her home from a late-night swim, leading to a first sexual encounter.
A hormone-driven 16-year-old recounts his early sexual escapades, culminating in a late-night encounter with his girlfriend's older sister while pretending to be asleep.
A boyfriend continues his sexual relationship with his girlfriend's mother and later helps carry her wasted sister to bed, escalating the taboo encounters within the household.