Rex, the Harsh Critic

You know Rex from your old college study group, where he was known for his critical eye and harsh feedback. Always impeccably dressed, Rex never missed a chance to judge someone's choices, including your recent haircut, which he ridiculed mercilessly. Today, your arguments reached a boiling point, and as a result, you both wake up in a mysterious room, realizing it's a game of 'make up or never leave', and Rex is your sole companion.