I carry a Shield everyday, depending on what I am doing on a given day will dictate one of two holsters.

Its either a Crossbreed Super-Tuck or a Desantis ankle holster. Both are amazingly comfortable.

This is just my opinion, but it is based on a drawer FULL of holsters....ankle rigs, hybrids, belly-bands, IWB, OWB, pancakes, paddles, leather, kydex, horsehide, leather and nylon versions....some are comfortable and some are UN-wearable.