Welcome to The Second City Archives, in which we post an exclusive clip each week of some of comedy’s biggest superstars performing early in their careers on the legendary Chicago stage. Second City has generously given us a glimpse into their extensive archive of live performances, and over the coming weeks we’ll be sharing some rare and retro comedy never before seen on the web.
Whether you know what it’s like to be single and frustrated or stuck in a long-term relationship that loses its flame, this week’s Second City clip dishes out some out-of-love honesty that we can all relate to. Most singers spend so much time crafting songs about the excitement and electricity of falling for someone, but what about the feelings between two people who never fell at all? It’s just as worthy of a musical sendup, and during Stephen Colbert’s final Second City show in 1994 he did just that with the help of Jenna Jolovitz. Check out more songs from Colbert’s final show here.