1. I pocket carry about 70% of the time. I started doing it in the summer when I couldn't count on an adequate cover garment for larger guns. It grew on me because compared to other carry methods, it is the quickest, simplest, and easiest by far. (I still carry larger guns with other methods during colder weather.)
2. I started with an LCR 38 and later moved to an LCR 327. I've tried other things but in most of the pants I wear, this works out fine. I prefer either of those calibers to the .380 you get in most pocket semis. The .327 is reasonably powerful without going overboard on recoil, plus it's a six-shooter. The cushy stock grip helps with the .327 Federal. Some people worry about that grip being too grippy in the pocket but believe me, it will smooth up just fine without losing any benefits after some regular contact with your pocket material. I find that the slight curve of the hammerless revolver aids in the draw versus some types of semi-auto.
Carrying a revolver obviates the need to find something without a manual safety. I don't like manual safeties on EDC guns. It's an extra thing to fiddle with on a tool you might need in a hurry during who knows what kind of messy situation. You've already got increased difficulty in seated draws with pocket carry so why lean into the punch?
Revolvers have a reputation for reliability anyway but I've found the LCR to be extremely reliable. About once a month, I'll start a range session with a pocket draw and shoot up my carry ammo. (I recommend the 85-grain Hydra-Shoks in .327 Federal.) I run some rounds through it. I give it a thorough cleaning and some non-toxic lube. Then it goes right back in the holster.
3. I use the Elite Survival in size 3. This is an inexpensive holster but it works very well. It covers the trigger area sufficiently for pocket carry. It carries comfortably. It draws cleanly from most of the pants I wear. (That's a key factor and something you'll want to practice with whatever you choose.) Like with some other pocket holsters, you can draw the gun with the holster attached by sliding a finger over it, holding, and using the correct angle for your pocket. It might not be readily apparent but there are advantages to being able to quickly and safely remove and/or store a still-holstered gun. As far as reliability goes, I literally have over a thousand days on mine. Here is an Amazon link:
https://www.amazon.com/Elite-Survival-Pocket-Holster-Revolvers/dp/B003C5UR4Y