I like my .32ACP NAA Guardian. It is a little heavy for its size, but it doesn't effect its carriability. I often wear slacks (both casual and dress slacks), the material is much thinner than jeans, and it doesn't cause too much printing. In jeans it is possible to forget it is there. The sights are pretty non-existant though so some of the sights packages NAA offers may be worth considering: http://www.naaminis.com/cshop1.html. Personally, I'm probably going with the carry package that includes a dehorning and a removal of the sights altogether: http://www.naaminis.com/cshop2.html
I'm not sure if the .380 Guardian is really too big or heavy for jeans pocket carry. It may work for you. If it does, the .380 is definately a more potent round. Still, it is big and heavy enough that I decided that I'd get the .32ACP. If I went that big, I'd rather get a 9mm Kahr PM9.
You also may want to reconsider the PM9. My best friend has one and it is a nice gun and actually relatively comfortable to shoot (considering its size). It is a little big for a pocket, but not at all undoable. If it prints, just get a holster that breaks up the outline and most people will think it is a wallet there.
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