Character 搜索 help (Older characters)

(Image is an example of many different characters)
So I'm deciding to make a mix AMV with a certain theme (older 日本动漫 characters: "men."
tho in my example picture some where not what I'm looking for they are all in the late 20's to 30's and up (not like looking like they are about to die lmao) .. so that's pretty much all I need help with, Character name and what anime, because I'm drawling a blank lol.

Thanks for the help