About this book
Ethan thought a quiet fall getaway with his girlfriend would be all hot cider and cozy blankets. But Madison had other plans. The moment they reach the secluded cabin, she snaps a lock over his cock and unveils her true agenda: his autumn break will be spent as her feminized sissy maid.
Pumpkin-colored panties, leggings, scarves and boots become his new uniform as Madison parades him through apple orchards and pumpkin patches with her friends. Every outing, every photo, every “princess” and “maid” nickname strips away another layer of his old self until strangers mistake him for one of the girls.
Back at the cabin, Madison escalates the game: stockings, wig, heels, frilled apron. Ethan is made to bake, serve, curtsy, kneel, and kiss her boots by the fire while her friends toast his humiliation. And when the weekend reaches its peak, Madison dismisses them all, strips him down to lingerie, and takes her pleasure from his mouth—only to deny him cruelly, sealing his new role as her obedient fall sissy maid.
Humiliating, sensual, and emotionally immersive, Fall Break Sissy is classic Tiffany Chastain: a slow, seasonal harvest of freedom, pride, and masculinity, leaving only glossy lips, aching heels, and a locked-away boy desperate to please.
