I would go with a Kahr, I carry a Kahr MK40 and it is almost as small as a .380 with much more punch and with an extended magazine will fit a large hand. I never grease the slide, grease has a bad habit of attracting dirt which will cause problems. I mostly run my slide dry with the exception of occasionally put about half a drop of Breakfree in each grove. Essentially I clean the gun each time I fire it and if I am in the rain I wipe it down lightly on the outside with a little G-96. The worst thing you can do to a semi handgun is to over lubricate it, it is a recipe for the gun to fail you. I have 3 semi auto handguns and I treat them all the same and they cycle perfectly. Cleanliness, not grease is what you want.