You are just getting started my friend
You definitely need a 38 sp snubby, a nice 22lr, a 1911, maybe a 41 or 44, and a couple more 357's...
I would start with a Colt Detective Special, or a nice 22, or maybe a Springfield 1911, maybe a Ruger sa revolver in 45 lc, oh hell theres a million ways you could go...just dont get another glock, your Python will be very upset if you do