First, yes, you do need a good belt. Though I have never even handled a belt from The Beltman, his belts do come highly recommended. I use an Aker B21, and an IWB very similar to the one pictured. The B21 is a kydex-reinforced belt that looks more like a dress belt than a gun belt. I ordinarily wear khakis or jeans and a sportcoat, so a big ol' Tactical Black belt that screams "GUNBELT!" wouldn't work for me. A sportcoat or jacket (depending on your climate and wardrobe, but not always feasible) goes a long way towards reducing printing.
A gunfight is not the time to learn new skills.
If you ever have a real need for more than a couple of magazines, your problem is not a shortage of magazines. It's a shortage of people on your side of the argument. -- Art Eatman