The title is a reference to "Midnight Cowboy".
Lenny's vanity plate is "DUI GUY".
This episode presents some subtle gags that may slip away from younger viewers. One of them is about which side of the tow truck the hook should point in order to show your heterosexuality. This is a reference to an unfounded conception that lasted till the 90's and used to relate earrings used by men and their sexuality: using an earring in your left ear would indicate you are straight, while using it on your right ear would indicate you are gay.