Before going IWB, I had a cross draw holster on for a long road trip. Got out of the rig and went in to pay for fuel, and the pistol worked out to fall on the pad between pumps. This was a kleenex soft slide that was beyond the end of it's service life. Did a quick scoop and look, took care of business and left quickly. The only saving grace is that the fuel station was quiet at the time and I have been told that I look like an off duty LEO. Now for long road trips, it is a DeSantis Shoulder holster under a Hawaiian style shirt.
That holster has since been given to a CCW instructor friend as a good example of what NOT to use.