Tom recalls losing his virginity and beginning a sexual relationship with his stepbrother, Sam.
#feminization
236 stories tagged with this.
A male guest volunteers to help train Island Royale's youngest Japanese sex slaves in oral servicing techniques under the resort's structured curriculum.
A 14-year-old boy narrates his ongoing summer sexual experiences with an older Black man, focusing on anal play, masturbation, and his fascination with his own feminine body.
A 14-year-old feminine boy's first sexual experience with an older black man during summer 2001.
An older man seduces and gradually feminizes a younger boy, transforming him into his 'girly plaything' named Allison.
Two men engage in a live cybersex chat roleplaying a married-man seduction scenario with feminization and anal play.
A man fantasizes about transforming into a woman, indulging in solo erotic imagination and physical exploration in his apartment.
A young man finally acts on his lifelong fantasy of being dominated and feminized by a group of women after meeting a stripper.
A true autobiographical account of a person's lifelong journey into sissification and feminization, culminating in their first anal experience with a man.
A man is offered a million-dollar contract to live full-time as a woman by a wealthy older suitor who groomed him under sedation.
A man caught masturbating without permission is locked in a chastity cage and forced to wear panties under his wife's strict control.
A sissy named Peter explores their feminized identity through anal encounters, culminating in a night with a fellow cross-dresser named Tonia featuring mutual oral and preparation for anal sex.
A cuckolded husband is forced to wear an apron and high heels while serving his wife and her lovers, who openly mock him as they take turns with her.
A man ties himself up as a surprise for his wife, only to wake up hours later and discover another woman used him during her absence.
A man accepts his friend's bet to dress as a woman and is surprised by how convincingly feminine he appears.
A woman drugs and castrates her male partner for wearing a skirt, then uses his removed parts on a strap-on to peg him into submission.
A fair-skinned 14-year-old boy, who enjoys secretly wearing his mother's underwear, becomes infatuated with his brother's black friend King and fantasizes about exploring their attraction.
A dominant woman continues her intensive feminization and training program of a male submissive, whose body begins to feminize as the story progresses.
Jim grapples with his unexpected attraction to his best friend Kevin, who has reinvented herself as the alluring Kelly.
A husband with a pantyhose fetish asks his wife for a threesome, dresses up fully, and picks up a stranger at a department store to join them.