* TearJerker: At the end of "For Every Man, There's Two Women" in one of the most unintentionally sad moments in sitcom history, Monroe thanks Henry, and tells him that it's nice to know that if this ever happens again, he will be there to help guide and protect him. Henry immediately tells him that next time this happens (read: Monroe gets raped or something else bad), he's completely on his own.
* TheWoobie: Monroe, given how his parents and Henry treat him.