fashion sense always dictates; pick a gun that matches your shoes.
But your shoes and belt need to match, so you will also need a holster that matches your belt and shoes, three holsters for each gun should be sufficient, brown, black, and cordovan should do nicely.
You will however need a watch to match your gun, stainless watch and band for the basic stainless pistol, a nice divers style watch with a black rubber band to match your glocks (and other assorted tupperware guns), a gold watch in case you have enough money for a gold plated gun (I haven't made it there yet, but if the clerk ever sells me a non defective lottery ticket).
Or in case you are carrying it concealed and no one sees it who really cares ig anything matches. I personally carry either a glock 36 or a taurus 85 when concealing. I occasionally carry the taurus along with whatever I am openly carrying.