I have always carried a snub 38 in my pocket despite its limitations. With a decent holster, pocket carry is comfy and discreet. I'd like to have the option of carrying something the size of a Glock 19, but it doesn't seem like pocket carry is feasible. I have shied away from IWB because it has never been comfortable to me. Is there a way to do this better so that I can comfortably carry IWB? What am I doing wrong, since I know many carry this way?
There are several things which contribute to comfortable IWB carry.
First, the belt/holster (two things) cannot be understated.
Belt: Must be sturdy enough to support the not-insignificant weight of the pistol and holster. Spend the money to get a good one, or you'll just end up spending the money later after discovering this the hard way.
Holster: There are many styles out there, and there are also many different levels of quality as well. This, too, is a field where "you get what you pay for". You want a holster that will properly house the weapon, which includes the trigger guard and the manual safety (if any). You will want one that will fit your belt width and properly secure the holster so that it does not shift around.
Search the titles for "holsters" and read through some of the threads.
Again...if you don't get a quality holster, you'll just end up buying one later when you discover this the hard way.
Second: Body geometry.
Like it or not, body shape makes a difference. It makes a BIG difference. If you have a gut, then appendix carry probably isn't going to work for you. Carrying a spare tire around limits your options here. If you're serious about wanting to carry IWB and you're carrying some extra weight, you might honestly want to trim down some.
Third: Personal preference.
Personal preference is important because not everybody likes, or is comfortable, with carrying certain ways. For me, as an IWB carrying guy, I am not going to appendix carry. There's just something not right to me about having a loaded gun pointing at my junk or my femoral artery. However, plenty of other people carry appendix carry and that's perfectly fine.
I carry strong side IWB at about the 4 O'clock position. It works for me, including when I'm driving or riding in vehicles.
Question:
What, exactly, is "uncomfortable" about carrying IWB for you? We can better help you if we know what your perceived problem is.