One drawback of carrying concealed is that it restricts the type of clothing that you can wear. Being that I'm a big collector of clothing from Wal-Mart (you can't beat the prices) I tend to wear pants that are one size too big and shirts that are 2XL. I'm not exactly a fashion model.
Of course, that was focused on CCW at a 5 O'Clock position. Between martial arts in college and a career in Corrections, I am not quite the paragon of health. Most significant of my health issues is back pain... So I've stopped carrying IWB. Sitting with a firearm in that position became most painful. Once I drove to my destination, I didn't want to be there anymore.
Thus, I've been doing Pocket Carry for a bit. I prefer my S&W 5 shot. Short barrel, but very accurate. I've got a nice Don Hume holster for it. (I don't think that they make that style any more.) The draw back is that most pants now have short pockets which can be quite annoying.
"Is that a pistol in your pocket?"
"Yes, you can tell by the grip sticking out."
Recently, I've been catching some sales at Bass Pro. Still a bit more than Wal Mart, but not by much when they are on sale. The RedHead shorts that they sell are awesome! (RedHead is the Bass Pro house brand, I believe.) I love the deep pockets, and they allow me to carry concealed in the pocket with no issues. Most are cargo style so that makes it easier for me to carry extra items, such as my iPod.
Bass Pro RedHead Shorts