Sissy Maker by Sissy Maker

Sissy Maker is an adult point-and-click adventure game. It's a mix of erotic interactive novel and dating sim. You play as, James, a young landlord and his only tenant, Chris. Your objective of the game is to help Chris achieve his dream of becoming a full-fledged transsexual woman (and settle a sizable rental debt at the same time). Sissy Maker offers an engaging storyline and a colorful cast of characters to provide a unique and entertaining experience. The game has multiple endings and endless potential for additional stories, characters, and endings!