The first was Is She Really Going Out with Him. Very punkish/new Wave. Was kind of a shock to hear him move into a more classical style jazz direction.
Lots of drunk guys singing that song together is what I remember during that period. So another great topic. Pop songs that are great drunk buddy songs.
Seems like he came on strong just before the MTV era. I wonder if he didn't have that staying power because he's such a goofy looking dude. What a great song writer though! I guess Video Killed the Radio Star. (Also on the GTA: Vice City soundtrack!)
Ironic now that Internet Killed the Video Star.