Year: 2007
Director: Little X

The entire single, which is literally a sung conversation between the artists, functions more as a mini-musical than a typical music video. It'd be hard to imagine the song working without the video that puts their conversation into some context for us. It also is beyond hilarious that two dudes sit around their enormous houses with such pensive expressions. Lighten up, guys, you're rich.

YOU AUGHTA KNOW:
The song was originally recorded by upcoming R&B group Nephu over a year before R. Kellly and Usher's version leaked.