Since I really messed up my right shoulder last year, .357 loads, especially the 158 gr. ones just kill me to the point I start flinching from the pain. It seems to be the recoil from the bullet weight, as it's about 10 times worse with the 158 gr loads.
I had some 110gr Remington's hiding in a drawer, and they hurt too, but nothing remotely as bad as the heavier bulleted ones. I'm shooting a 6" Dan Wesson Model 15, shooting a friend's S&W 66 is much worse.
I'm ok with 9mm in my Bernardelli P018, and Astra A-100, and 45 shot from my EAA Witness, but .40's from my Astra A-75 are pretty unpleasant, not only does my shoulder hurt, my hands hurt like hell after about 1 magazine's worth of shooting. Too many fights when I was a bouncer, I guess.