[Otokonoko de Asobou] Josou Onanie ga Tomaranai Roommate o Ijimetaosu!! [Full Color]

A dark-haired roommate discovers his new partner is a desperate, cross-dressing masochist locked in a pink chastity device and vibrating with prostate plugs, and resolves to "break" him. The brown-haired twink begs to be fucked harder, moaning "My assh feelsh sho good" as the teasing pushes him to his breaking point. It's a full-color romp from Otoko no Ko de Asobou where the dom's torment of his insatiable roommate ends in a ruined bed and a thoroughly claimed hole.