A secret crossdressing married man in a car park recounts his lifelong sissy desires, from wearing his sister's underwear as a teen to craving submission to dominant men.
#sissification
94 stories tagged with this.
A sexually inexperienced 16-year-old schoolboy is gradually corrupted and trained into submission by his authoritative headmaster and teachers.
A teen boy is further broken in by his female form teacher as part of an ongoing series of sexual manipulation by school authority figures.
A man confesses his secret desire to be humiliated and feminized by his dominant partner, who exploits his cuckold fantasies to take total control.
A straight white painter fantasizes about being dominated by a muscular black homeowner who calls him into the house to satisfy a long-held desire.
An older man seduces and gradually feminizes a younger boy, transforming him into his 'girly plaything' named Allison.
A true autobiographical account of a person's lifelong journey into sissification and feminization, culminating in their first anal experience with a man.
A dominant woman continues her intensive feminization and training program of a male submissive, whose body begins to feminize as the story progresses.
A naive teen boy's sissy training continues when a mysterious older man surprises him at home and introduces him to the pleasures of servicing men.
A self-described cum slut in stockings visits a cruising park and services multiple men in their cars and in the woods.
A bisexual man in a schoolgirl uniform and heels visits a notorious English cruising spot to find hung tops for anal encounters.
Teenage sissy Michael continues his feminization training under his mistress, encountering a mysterious new girl at the local shop.
A domineering woman transforms her male partner into her sissy slave, beginning with shaving, makeup, and feminine clothing while asserting her authority.
A young husband spends his wife's business trip dressed in her clothing, exploring the thrill of feminine presentation and self-pleasure at home.
A 15-year-old crossdressing boy, home alone while his mother travels, experiments with his body and fantasies of passing as a girl while contemplating going out in public dressed for the first time.
A male sex-slave anticipates and prepares for his Mistress's female guest, expecting a potential threesome with pegging and assorted humiliations.
A lonely recently-divorced mother is lured into internet domination by a mysterious online master who compels her to wear her teenage daughter's provocative clothing.
A self-described wanker discovers his girlfriend knows he watched her with his mate, and she now openly uses him as her little cum-dribbling voyeur while she pursues other men.
A self-described anal whore in a slutty elf costume hooks up with a shirtless Santa at a Halloween party in the woods.
A nervous newcomer named Jake is roughly taken by two experienced men in a basement as part of a feminization and sissy training session.