Quincy, you dress similar to me, although I'm good bit larger than you. I pocket carry an LCP with the CT laser. Realistically, I doubt I would carry anything bigger as often. If you are not used to CC, I suggest starting small. A gun is a lot of extra equipment to have on you throughout the day if you're a light dresser. If you get used to carrying a small gun, you can move up to a larger gun from there.
I use the CT laser because: 1) It works really well on any gun. 2) The built iron sights on my particular LCP are off. 3) It gives me a low light capability that is impossible on this gun without it. 4) It offers improved stress-fire capabilities. Mine is a much better gun with the laser than without, and I have a lot of confidence in it.