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I carry a KelTec P-11 in the right front pocket of my khakis. It's about the minimum quality of pistol that I would trust my life to. I've put about three hundred rounds through it with no malfunctions except for once with a bad aftermarket magazine. It is about the largest pistol that will conceal well in my pocket, and it carries 10+1 of 9mm. It is small and light and powerful and comfortable and stealthy enough that I am not the least bit inhibited from wearing it everywhere. The small size is both good and bad: it conceals well, but the light weight makes it a bit difficult to recover rapidly from recoil and get back on target. The long, heavy trigger pull is no help here, but it can be improved. The accuracy is easily "minute of bad guy", rapid fire, at a range of fifteen yards. Adequate, in other words.
It takes S&W double stack 9mm magazines, so if you want to carry more hardware, like a S&W 6906 or 5906 as I do sometimes, it will accept their magazines. The vice versa won't work though; the KelTec magazines are too short for the S&Ws. My chief concern with it is not reliability, but durability. I would expect it to start wearing out after a few thousand rounds. For my money it is a better pocket pistol than the Kahr or Rohrbaugh.
If you dress around the gun, that is, wear clothes that are a size large and generously cut (this is considered stylish these days), you can conceal a lot more gun in your pocket than if you wear skin-tight blue jeans. Khakis like Dockers or Land's End come with a pleated front which increases concealability. They also have a pocket opening that runs along the seam, making it easy to get at the pistol. These days, you can wear them out to dinner almost anywhere without looking like a bum. Use a pocket holster to cut down on printing, to keep the gun free of pocket lint, and to keep it properly positioned for easy access.
I guess it boils down to what is simultaneously the largest pistol you can conceal well, the smallest pistol you can shoot well, with the most powerful cartridge you can tolerate?
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