there are a lot of variables to work out. first, is it legal in your state? if so, do you need / have a ccw permit? the type of clothing will vastly effect the choice of the gun you are going to carry, as well as your ability / experience. some people can carry a 44 magnum just fine, others prefer a tiny 380 auto. if you wear a suit all day, it will be easy to conceal a large pistol. but if you wear jeans and a tucked in shirt, you will be restricted to a pocket pistol. whatever you decide on, make sure it is something you can shoot well. no sence carrying something that recoils so hard that it gives you a flinch. that will make it very hard to hit anything. 1 well placed shot is worth 15 that just barely hit or miss altogether. find out your local laws, address your wardrobe, go to several gun store and look/touch/feel as many guns as you can. tell the person what you are thinking of so he /she can help you and make some suggestions. if there is a range in your area that rents guns, it would be good to go there and rent several and try them out. a hundred dollars in research would be money well spent. especially compared to just buying a pistol the looks cool, then find out you can not shoot it well, and have to sell it to buy a different one.