I am unlucky enough to live in a no-carry state, Illinois, but there is something here that is commonly called "the fanny pack exception". I assumed that law enforcement would be especially curious when seeing a man with a fanny pack or similar item. I actually own something from Coronado Leather called a cross-carry bag that some would call a man-purse. I have used it when traveling to carry my sunglasses, cell phone, camera and where legal, a sidearm in the part of the bag made for that purpose. I have "tested" this bag by going to places here in IL or nearby WI where security is high, such as the State capital building, carrying this pouch (without a gun, just to be safe) and have never yet been stopped by an LEO or have them ask if they can look into the bag. Maybe its because I am now a white-haired, slightly paunchy senior citizen. The purpose of this long post is that I think most people, including LEOs, are probably much more sensitive to strange or suspicous behavior than to what you are wearing and will likely not notice that you are carrying unless you really make it totally obvious.