I'm positively medium sized compared to some of you fellas
(6'0"/235lbs), but I'll chime in with my favorite holster. I carry any of my 3 Ruger Pseries pistols in a Bianchi Minimalist OWB just forward of my right hipbone. I have a bit of a paunch these days but I'm not real big in the belly (yet). It's comfortable for me, but I can see it getting uncomfortable if I don't start backing away from the table a bit earlier.
As an aside, one of the recent issues of American Handgunner? had an article on this very subject. I think 3-4:00 IWB was what the author (Mike Venturino?) came up with as most comfortable.