My old man's Bersa 380, and the CZ mak both are both masochistic pleasures for me, on the very bottom end of the comfort scale.
My hands are a bit too large and meaty, and unless I'm crushing the gun in my grip (ruining my aim) I get a good welt in the webbing from the kick.
My .40 M&P fullsize has close to the same feel, but the Size, and grip keep it from becoming painful to me.
Standard .45's, ACP or Colt both are just pleasurable, if not gentle shooters for me.