The art curator looking dude doesn't look like he's from the 1950's. More like two decades earlier. Chuckle. Nice quality pic. Europe or USA.
I couldn't find a date for this photo. It could easily be from the 1940s--definitely not the '30s--Charlie looks too old. The reason I put the '50s is that Charlie has those noticeable age spots and he just appears older here to me.
Charlie didn't age well but I feel like he didn't get the old man look until the late 1960's. It was like he went from looking like his typical self, just a little older, to boom looking like a much older, almost feeble looking man. You almost don't recognize him during the 60's and 70's. Sorry, I was looking at older photos of him yesterday and noticed it. Mind you, I am not trying to sound superficial either just stating an observation.
I agree with you. Charlie seemed to age drastically in the late 1960s. If I remember correctly, I think he had suffered a small stroke sometime around then which may have contributed to his suddenly looking much older.