The thing about celebrities is that they are generally drawn to dating other celebrities. I guess it’s something about the fact that normal people like you and I don’t really understand what it’s like to be trailed by paparazzi, constantly be flown around the world for work obligations and be perpetually used for connections. Whether it’s on a movie set, at a party or being introduced by a mutual friend, celebrities hooking up with celebrities will never stop.
While dating a dramatic film actor can make for a pretty interesting break-up, dating a famous musician generally tends to bring out the best (or worst, depending on how you see it) once the relationship is over. You know what I’m saying: We all know those guitar-playing hotties who sat around the parking lots at our high schools strumming tunes about chicks who scorned them. Those guys grow up and some of them become famous and end up breaking a few hearts along the way (cough, cough, John Mayer).
In order to celebrate those who put their business out there for our pleasure, I’ve compiled a list of my favorite songs by celebrities — about other celebrities! Click through the gallery above and let me know which is your favorite.