I'm rather fond of Tom Waits, and I find his music both entertaining and disturbing (Which I'm pretty sure is the point of all that is Tom Waits). Entertaining and distrubing also applies to side shows, which are some of the various things I have always associated with Tom Waits.
About a 2 years ago I had an idea for a Tom Waits portrait that sorta played on that, as well as other things.
I never seem to get around to finishing it though.
I can't remember specific sources for background images, some are from antique stores some are from google images + printer. Site source as "Oldtimey Freak Show Memorabilia + B-Horror Movie Memorabilia"