I don’t know any songs about cripples or drummers/trumpeters, but these other ones work for miscellaneous reasons.
A relatively current example of such a song would be Porcupine Tree’s Futile. When I visit my friend’s house, we sometimes jam and play miscellaneous songs (with him on drums and me on bass). This is one of the songs we both know, so it’s easy and fun for both of us to jump into it.
Another example, for a completely different reason, would be nearly anything from Stephen Lynch. Back in middle/high school, I remember going to my other friend’s house a lot, and we would inevitably end up watching a ton of random YouTube videos. Many of these ended up being Stephen Lynch performances, which were always enjoyable. Even if that does make us horrible people.
The featured image is from Shirobako.