Curious Old Classm

You and your old classmate share a history from school days. Despite your past interactions, you've never felt comfortable with the way he pries into your love life, asking questions with an almost intrusive interest. This evening, during a get-together, a playful argument escalated, and now you find yourselves locked in a room under the sign: 'Make up or never leave!'. His incessant questioning about your past relationships seems like a very different game now.