Last year when I posted I was carrying a P3AT in a pocket hoster most of the time. Now I have upgraded to a Kahr CM9 for my pocket gun, and like it better in just about every way. It is a little bigger, but not enough to matter... I can pocket carry it in any pants I own. That said I don't do "skinny jeans" or western wear... but I don't think you could pocket carry anything anyway with those. The Kahr completely outclasses the Kel-Tec as a fighting gun... it is much more reliable, much easier to hit with, and is in a much more potent caliber that I can actually get good self defense ammo for. I don't know why anybody messes with the pocket .380s anymore when you can get something like the CM9... it is better than a J-frame in just about every way too. I almost always carry a spare mag when I am carrying the Kahr. A 7 rounder fits easily and comfortably in my back pocket.
With my suit I could go with the tuckable IWB setup with my M&P .40... I have done that a few times... but it doesn't work well for everyday use for me because I am frequently going in and out of buildings where carry is prohibited and which have metal detectors I have to go through. Pocket carry is just so much easier to don and doff in the car. An IWB holster with J-hooks for the belt is easy enough to put on in the car, but tucking the shirt over it is a PITA... and for most of the year I don't wear the jacket unless I'm in the courthouse. Sometimes when I carry IWB with the suit I will just take the jacket off and open carry... but I don't like to do that too much since my IWB holster doesn't have anything more than friction retention. If I'm just going out to eat, or otherwise know that I won't have to take the gun off at all, I will do the tuckable IWB thing... but the vast majority of the time it's pocket carry.