The game of pool kept coming to mind while looking at this pic but the only one I could think of is the one he did with Tom Cruise. Obviously that was not a B&W film. Semi-cheated by looking at the actors IMDB page simply for a list of movies (no pics). So if my “pool” feeling was correct, I’m going to go with “The Hustler”
If that’s correct but I cheated, my bad and I’ll pass my turn.