Apparently Clayton McMichen owned a bar in Louisville after he stopped playing music. The bar had a speakeasy in the basement with paintings on the wall of big breasted women and a martini glass, (perhaps) by McMichen. You can read about it here. This is an old time listserv, you might have to register to read it but I am not sure.
The guy who figured this all out is a painter who concentrates on old time themes, he has a blog with some of them.