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James Caan as Sonny was the man in Godfather 1. Always with the slim three-piece.
 

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i like all three godfather movies stylewise. North by northwest has to be right up there. its even more timeless and pure concerning clothes than godfather.
 

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I would hardly know where to start. This could and should become a magnificent coffee table book. While many of those mentioned certainly should be included, there are dozens, if not hundreds of obscure British and British influenced films from the '30's, 40's and '50's with splendid wardrobes. Unfortunately, having watched most of them on TV over 50 years ago, I haven't a clue what they might be.

And though not a film, the 1980's BBC production of Brideshead Revisted must be included in the list.
 

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Any Cary Grant movie where he is wearing a suit. Also, Almost all of the James Bond movies. Sean Connery was always well dressed. The 70's and early eighties were not great as far as the style of the times was concerned, but Pierce Brosnan and Daniel Craig have looked great as well.
 

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A tad over-the-top, but I did enjoy Woody Harrelson's character from "The Walker," mostly because he always sported a pocket square, had fishtail trousers with his suspenders, and kept everything perfectly organized in his apartment... it was the best display in a movie of how someone obsessed with wearing a nice suit lives. :icon_smile_wink: His waistcoat that he wears with his dinner jacket is not great, but I supposed it makes sense given the flamboyant nature of his character.

https://img381.imageshack.us/my.php?image=mv5bnjq1mdqwnza4mf5bml5mv0.jpg
 

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A tad over-the-top, but I did enjoy Woody Harrelson's character from "The Walker," mostly because he always sported a pocket square, had fishtail trousers with his suspenders, and kept everything perfectly organized in his apartment... it was the best display in a movie of how someone obsessed with wearing a nice suit lives. :icon_smile_wink: His waistcoat that he wears with his dinner jacket is not great, but I supposed it makes sense given the flamboyant nature of his character.

https://img381.imageshack.us/my.php?image=mv5bnjq1mdqwnza4mf5bml5mv0.jpg
Sorry, I'd have to vote tasteless excess and the squandering of a marvelous opportunity to feature a character's wardrobe as an exemplar of being well dressed. I doubt any self-respecting and tasteful gay man would be caught dead in those get-ups, and am certain that the old-money Washington female characters he supposedly chaperoned would rather be dead than with someone so dressed.

Some of the fabrics were spectacularly beautiful, but their cut was absurd, and the accessories chosen laughable. This man was dressed by someone who either didn't understand the character, or simply doesn't understand the art of dressing well as a man.
 

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In the vein of Chariots of Fire, there's an old TV movie, The First Olympics: Athens 1896, that has some spectacular period clothing. Just came out on DVD.

And I have to nominate Marcello Mastroianni for looking great in so many movies, and in life in general.
 
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