I have done it with flat bottomed mags, and careful selection of pants with bigger pockets. You have to choose pants that will work with it- it's really pushing the boundaries of pocket carry, but still possible.
Pocket pistols are in a class of thier own, the main requirement is that they be very small. Some manufacturers make pocket guns with minimal sights or no sights at all. The sole purpose of a gun like this is to be small, light, and minimalistic, meaning that they are not really a pleasure to shoot at the range. Usually a couple of mags. through these guns, esp. ones chambered for 9mm or even .40 will put alot more strain on your hand and you just won't want to keep shooting it.
The P2000sk seems to be a happy medium, it's a little too big to be called a true pocket pistol but still big enough so you can play with it at the range comfortably. The more you can practice the better off you are and a gun that allows you to do so for longer is more effective then one that stays in the range bag because it's hard on your hand.
If you have money to burn, might I recommend a Rohrbaugh R9? This pistol is far better than any equivelent Kel-Tech you might find, but again the minimalist sights and short grip make it harder to shoot then the P2000sk. The sk might be a little big but it's a trade off for shootability.
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