Sometimes, Freud tells us, a cigar is just a cigar. But in the case of Brigadier General Jack D. Ripper we might suspect that he’s compensating for something. Perhaps the loss of his essence. Be that as it may, here’s a gallery of some other men with cigars to challenge you in this week’s smoke-filled screening room.
See also: Quiz the fifty-sixth: A man with a cigar (Part two), Quiz the one hundred-and-thirty-ninth: A man with a cigar (Part three).
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Alex on Film 
Three of these I know but can’t place. Maddening. However, in the spirit of making a complete fool of myself, I’ll take a stab at some of the others…
01) Pat Garrett and Billy the Kid
02) The Producers (1968 version)
03) Little Caesar
04) Cat’s Eye
05) Fitzcarraldo
07) Wall Street
08) The Expendables 2 (?)
09) Shadow of a Doubt
11) Pulp (?)
12) The Running Man
13) Stagecoach (1939 version)
16) Carnal Knowledge
18) Live and Let Die (?)
19) Deliverance
20) The Big Heat (?)
25) Young Frankenstein
You’re smokin’, Chandler! Only one miss. Plus I’m sure you meant 17 was Live and Let Die.