A small-town knight-in-training is surprised at his hotel room by his loyal, role-play-loving friend who's finally ready to cheat on her boyfriend.
Cheating
100 stories · Stories involving infidelity and affairs..
A married boss recounts his physically and emotionally intense affair with his devoted secretary, who has multiple lovers and a close bond with her husband.
A woman prepares a seductive outfit and motel rendezvous for her lover passing through town, eagerly reuniting after time apart.
A man systematically seduces a lonely, dissatisfied married coworker with three young children, pursuing her while deliberately leaving the choice to her.
Two unhappily married people, both in their sexual prime, finally plan to meet in person after growing emotionally close online over the holidays.
A man blindfolds and ties his departing lover to the bed, teasing and tantalizing her with kisses and touches before she leaves the next morning.
A married bank executive recounts becoming intimate with a much younger former coworker and the thrill and complications of their secret workplace affair.
An anxious married woman texts her young lover to arrange a passionate late-night hookup filled with oral sex and fingering.
A married older man recounts how meeting a young Italian divorcee online led to phone sex, shared fantasies, and extramarital affairs during his business trips.
A man recalls meeting a woman through a Craigslist NSA ad and the passionate, love-without-strings connection they shared.
After a passionate first night together, a man and his married coworker Angel struggle to focus during their seminar, their flirtation threatening to expose their secret affair.
An assistant manager recounts his true affair with a dissatisfied married coworker, moving from flirtatious notes to phone sex and a clandestine outdoor meeting.
A man visits a married woman for a midday rendezvous, their mutual attraction and memories of the night before building toward a passionate encounter.
A lonely traveling salesman strikes up a conversation with a fellow road warrior at a hotel restaurant, seeking connection during his extended time away from his wife.
A married man meets a married woman through a mutual fund referral and they begin a passionate extramarital affair.
A young woman deliberately seduces a married man at a dinner party, luring him away from his wife into a dark room.
A man recounts his ongoing secret sexual meetings with Jean, a woman in a relationship whom he met through another couple.
A 23-year-old Chennai man recounts his first sexual encounter with a married older coworker whose husband works abroad.
Two colleagues finally act on years of mutual flirtation at a work function, jeopardizing their respective marriages.
A man attending a conference reconnects with a married coworker who confesses she came hoping to hook up with him.