I can't find a good link to a song I want, so I'll post the one I did find. It's a cover of Dire Straits' "Romeo and Juliet" by the cover band The Alchemists. The college radio station plays a mysteriously-unnamed version from time to time, and this is as close as I could get. I'm pretty sure it's not Mark Knopfler singing. It's slower, about twelve minutes long, and it's just the guy and the guitar. The first time I heard it, it drove me nuts. Here's a 30-second clip of the guy playing the intro. It sounds like that.

A love-struck Romeo sings the streets a serenade
Laying everybody low with a love song that he made.
Finds a streetlight, steps out of the shade
Says something like "you and me babe, how about it?"