I pocket carried a 442, mostly in a De Santis for a long time. Fairly comfortable, but slow as hell to draw. Have done ankle carry with a M37, which was ok, but when the holster wore out I never went back to it. A kydex OWB was comfortable, but then things were a bit bulky for the payload.
A while back, based on some incidents in the news, I decided I'd like more firepower on tap. I found that a Glock 19 in a Fobus OWB paddle holster was very comfortable, concealable, and obviously a lot more capable for the bulk. I now have 30 rounds of 9mm on board.
The 442 still has a place, but the Glock makes me feel better. It's just a tool for the strange times we live in.
Personally I'd prefer the days when cops were sufficiently well armed with a K frame sixgun, but now that seems like "another country".