#sissy
62 stories tagged with this.
A married man is forced by his wife to receive analingus from two black men in a hotel room, exploring bisexual submission and group play.
A sissy sub eagerly returns to his transsexual Mistress Natasha for an evening of ball torture, forced cock-sucking, and feminized humiliation.
A long-haired biker at a pool hall is targeted by a domineering Harley rider who forces him to follow home for sexual subjugation.
A dominant Black man takes an average white man and transforms him into a cross-dressing sissy slut for Black cock.
Two teenage boys explore crossdressing, feminization, and sexual intimacy together before one leaves for summer camp, with the narrator recounting memories and longing for September's reunion.
A sissy cuckold watches his wife get sold to a prison buddy for a month to solve their financial crisis.
A straight-identified man finally gives in to years of fantasy and submits to an older dominant man for his first anal experience.
A male slave chronicles his 24/7 servitude to his wife Mistress Tori, who regularly invites other men over while he watches and serves.
A sissy boy teases a rugby team at a beach campsite and finds himself overwhelmed by their aggressive attention.
A slim, petite young man with a panty fetish answers a Craigslist ad from a husky older man who wants a twink to dress in his wife's lingerie.
A college freshman recounts in diary form how wearing women's underwear sparked a sexual awakening that leads him toward encounters with men.
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.