I have learned many things from carrying my Micro 9 in a Sticky holster inside my front jeans pocket. I chose the 9mm for the availability of cheap as well as hard hitting +P ammo. I want penetration through a leather jacket worn over a hoodie, sweatshirt, denim jacket, etc at a range equal to the distance between rear bumpers of two vehicles park nose to nose. In other words, parking lot defense at 15 yards.
First, and by far most important, is a real safety. Not a "it's between the ears" safety, but a real safety such as thumb safety. Rules out the Glock and others like it. Size and weight will affect the happiness of your decision. My friend permitted me carry his S&W Shield; too thick and heavy for a pocket gun. And size will definitely matter, especially when you add in the thickness of a holster. When you handle a perspective purchase, you must not forget about gripping it with sweating, oily, dirty, etc hands. Not just while shooting, but equally if not more importantly, when reaching to "pull your pistol" (always wanted to say that
). This is where the Kimber falls short. The checkering on the backstrap's main spring housing is really good, but there is none on the front. I don't like fumbling for purchase and coming is the day when I do something about that.
From what I know, that leaves 3 hammer fired choices. If you want 9mm, there is just the Sig Sauer 938. The remaining two choices are obviously in .380 caliber. If you are fine with a plain ramp front sight there is the Colt Mustang Lite. If better sights are wanted, then it's the Sig Sauer 238.
A few notes concerning fit, finish, etc. Look for things that may snag in your holster or pocket such as sharp edges on the hammer, sights, or the little finger sapping front corners of the mag well. A regular safety will prove itself better than an ambidextrous one. Many owners with cerakoted slides report the finish coming off around the ejection port. The Sig has a plastic trigger, but there is a $40 performance aluminum upgrade available from Galloway Precision that also adjusts over travel. And let's not forget the idiot scratch waiting to afflict every 1911 style take down lever.
A further thought about the .380. It is a sweet round that's easy to shoot with a quick recovery. The smaller size and lesser weight is noticeably more comfortable. But if I had to do it again:
Whatever you decide, and coming from someone who carries a Micro 9 in the front pocket of his jeans...
GET A REAL SAFETY!