The 10 Best Moments of Jimmy Fallon's Career
10. "Idiot Boyfriend"
Jimmy Fallon once released a "TRL"-friendly video called "Idiot Boyfriend" that managed to combine his goofball theatrics with a lot of pop culture references. There's New Edition, Prince, and a serious tribute to Michael Jackson's "Rock With You" video going on here. The song is also really funny. Man, remember when Jimmy Fallon looked almost identical to Aaron from "Mean Girls"?