Re: CCW Advice?
Definitely start off with a good belt. I carried for quite a while with a normal belt and just didn't know any better until I tried a real gun belt. HOLY MOLY... that was a huge difference. I opted for a Mitch Rosen Express Line belt. It's solid and yet still reasonable price wise. Brownells has them for $70 I believe.
Holsters, I've come to learn, are very much personal preference. I tried a Milt Sparks VMII which many people absolutely rave about. I didn't like it. Too bulky, wasn't comfortable, pain in the ass overall in my opinion. At the same time I bought a Blade-Tech IWB and much preferred it. Sold the Milt Sparks and still use the Blade-Tech (Glock 26).
Regarding IWB / OWB, I find OWB much more comfortable overall. In winter, early spring, late fall time when I have a jacket on, I always opt to carry OWB. But, then you're pretty much stuck with keeping your jacket on. So you have to think ahead... if you're going out to eat or whatever, and you know you're going to want to take your jacket off, then put on your IWB before you leave the house. Whatever you do, don't leave your pistol behind. I'm a big believer in carry <span style="font-weight: bold">all the time</span>, or don't bother carrying at all. Carrying concealed really is a pain overall, but I won't leave the house without it.
I also just picked up a Ruger LCP for summer carry. Would I rather have my G26, or my 1911, if something went down? Sure, but I'd rather have the LCP than nothing at all. I just found that even with my G26 I would get printing with just a T-shirt on. I had to be careful about bending over and really just wasn't comfortable with it. Most often I would opt to wear a second polo style shirt over a light T-shirt and that helped conceal it. Well, I don't feel like having to do that, and I'm comfortable making the sacrifice in firepower to go to the LCP for shorts / T-shirt weather. I picked up a Desantis pocket holster for the LCP which I'm liking to this point.
In the end you're going to have to weigh out what you think you need / want to carry, and what is practical / comfortable for you. Somewhere in there you'll find a balance and a setup that works for your circumstance.