Check out the KelTec P3AT in .380. A true pocket pistol with a good bite if needed. I have carried one for years. Never a hiccup or problem. Works first time, every time and really easy for licensed CCW, even in a shirt pocket. Better than its Ruger clone, the LCP, in my opinion.
I'm talking about a gun the size that I carry. Beretta tomcat. I have a friend that has limited use of his left hand but is righthanded and the Beretta's the right size but he wanted more options, if any.
I agree with jimrich60. I have a Kel-Tec P3AT in .380. Fits in my back pocket. I really like it. I have shot it @ the range, and groups they way a pistol that size should. I also agree with Vern. I have a NAA in .22LR. Great little gun for the money. They also fit in your eyeglass case, I believe they make the NAA in .22Mag also.
Glock make a few really nice small handguns.. and they start with a 4.. but I would not rule out the 357 Sig.. It's a humdinger of a shell.. Just my stupid little brain remembers how a revolver and a 1911 work..
Anyone that thinks a .38 Special is too small has never been shot with one. For a little buddy you will always want to take along, check out a Smith & Wesson Model 60 with 3" barrel and adjustable sights. There are now three in my family.
The Ruger LCP is a great little gun, 380acp, has quite a bit of kick to it, not something you want to shoot a couple boxes through for practice. It weighs 9.4 ounces, The Keltec 380 weighs 8.7 ounces and i have not shot the Keltec, but have been told it has more recoil than the LCP. I also have a Taurus 605, 357 which is the same size as the model 85 for a 38 special, once again the 357 is not something you want to shoot a couple hundred rounds through but will both work just fine with plenty of stopping power. all of the above are pretty easy to conceal