I literally practiced all my life trying to be funny now that I think about it. If I wanted to distill it down, I think about a nervous man playing piano on stage. If it helps, imagine his girlfriend walking out of the theater. He sees it and becomes so distraught that he stops playing and gives into his nerves. I aspire to be the person in the audience who shouts "finish the song!" I think there's a lot of fun to be had in the small details of situations with a really big emotional center. When they're talking about that time their girlfriend walked out of their piano performance, you can ask what song they were playing. Then, upon consideration of the song, go "yeah, I would have walked out too, yawn."
Stavvy, the loser from cumtown, does a masterful job of teasing out small details from audience members to get them to paint a picture of what's going on.