.380 is fairly underpowered, although the Walther PPK is a very nice weapon.
Personally, I'd reconsider the .380 in favor of:
* 40 SW (if you like beretta, the 96 is a nice handgun)
* 10 mm (Glock 29 is a good "subcompact" in this caliber)
* 357 SIG (the Glock 33 is a great concealed carry weapon, smallish, fun to shoot, and can go 9+1, or 10+1 (or more?) if you get a magazine extension.)
That said, a good shot with a .380 is better than a miss with a .45. I think most people agree that you should get the most powerful cartridge that you can shoot well. Go to Wade's and shoot a lot of guns.