10-Ring:
I have carried IWB for about 10 years. I have carried a S&W 4567, SP101, BHP, Colt Officers Model, S&W Chief Special 45 ACP, and now I carry a Kahr Arms K9.
Early on I decieded based on the advice of others more knowledgeable than I, that I needed to reholster 1 handed. I still firmly believe this.
The quality leather holsters will allow 1 handed re-holstering. I have had great luck with Milt Sparks, and Kramer Leather. There are others that are as good I just do not have any personal experience with them.
I really like the Blade Tech Kydex holsters and they are less expensive than good leather. Kydex protects the gun well and does not creak like a saddle (I doubt anyone else notices). Kydex is also very fast. I shot my last combat course with kydex and it is noticeably faster than leather for me.
I will say that the best made kydex is comfortable, but not as comfortable as a well made smooth side out leather holster.
I currently am carrying with a Blade Tech IWB holster, but I am strongly considering trying out a Milt Sparks Versamax for the Kahr.
Good luck in you selection.
Charles