I don't always conceal carry and when I do in the colder months wearing a coat or windbreaker or whatever the weather dictates no problem. In the warmer months which is most of the year in south Louisiana I almost always wear just shorts and a T Shirt. How would you go about concealing in that situation and what kind of weapon would you recommend? I suppose I could buy a small .380 but I'd rather pack more punch.
my son bought a ruger LCR 357 that is smaller than your hand...http://www.ruger.com/products/lcr/models.html one word of caution you better have a good handle on the joker when you pull the trigger
Leave your shirt untucked and carry a single stack. Glock now makes one (I have one) but possibly THE most popular single stack is a S&W Shield in a 9mm. I plan to make that one my next purchase if I get another pistol. That's my opinion of the "what". On the "how," I am assuming you won't be carrying for hours but even if you are, check out these. http://handgunpodcast.com/best-belly-band-holsters