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The Most Iconic Suits in the History of Cinema

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Section: Celebrity Style - Blog

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It’s no mean feat choosing the best-dressed actor on the silver screen but to decide on the best suit in cinematic history takes a whole new level of research. And while it was tough getting through some of those movies – Crazy, Stupid, Love springs to mind – we finally did it and came up with what we believe are the most iconic suits in the history of cinema.

Humphrey Bogart – The Maltese Falcon

With Bogart, you’re spoiled for choice as far as sharp custom tailored suits are concerned. Our favourite though has to be the heavy wool suit with pinstripes that he wore in The Maltese Falcon. The lesser known of his cinema suits but still top marks for style.

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Robert Redford – The Great Gatsby

What better way to show for Ralph Lauren to show his mettle than by kitting Robert Redford out in a full pink suit? It’s like they say ‘go big or go home’ and Lauren certainly went big with this, one of the most famous tailored suits in cinematic history.

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Sean Connery – Goldfinger

You’d probably expect to find more Bond actors in this list, but there’s just too many finely dressed gents on the silver screen to focus on one character alone. So the pick of the Bond bunch has to be Sean Connery wearing that Glen Plaid two button three-piece tailored suit in Bond’s 1964 outing, Goldfinger.

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Steve McQueen – The Thomas Crown Affair

When you talk about men’s suits in the cinema, it’s near impossible to go a whole sentence without mentioning McQueen in The Thomas Crown Affair. Savile Row legend Doug Hayward is responsible for the great threads on show in this film. With so many three piece suits to choose from it was tough, but after much debate we settled on his grey suit with a pale blue shirt and blue tie. Style Genius.

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Ryan Gosling – Crazy Stupid Love

Ryan Gosling has become the darling of keyboard fashion critics the world over. Seriously, a google search for stylish men is laden with Gosling outfits but we like the dark red two-piece suit in this romantic comedy. Honestly never thought we’d be writing a complimentary sentence about a ‘romcom’, but I guess the style prodigy that is Ryan Gosling does strange things to even the best of us.

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Jack Nicholson – Chinatown

If you want to see how a cream suit should be worn then look no further than good old Jack in Chinatown. The striped shirt, the patterned tie, the odd pocket square; it’s not a combination you’d expect to work, but somehow it does. It also helps that Nicholson is the epitome of a cool private detective in Roman Polanski’s 1974 film.

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The best thing about custom tailoring is that anything is possible. So whether you’re looking for a Chinatown look or Sean Connery’s Plaid drop into our showroom and we’ll have you looking like a Hollywood icon in no time.

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Named in GQ Magazine's "Best Tailors" list, and the highest reviewed tailor on Google, Montagio has paved the way for discerning men to get suited up with style. We offer a truly personalised experience, specialising in custom designed, perfectly fitted suits, shirts, coats, and shoes for for business, weddings, formal and casual events. Our showrooms are visually packed with designs that inspire plus thousands of fabric options, making it easy for you to get the look you want. Our expert stylists will advise and professionally fit you and frankly won’t let you walk out until we’ve tailored your perfect garment. Since 2010, we have custom tailored looks for thousands of happy customers. To experience the same red-carpet service, book your personal appointment today.

Steve Fambo

Hats off to the team at Montagio Custom Tailoring Sydney. I was immediately impressed once I stepped into their boutique showroom... more »

Scott Lasak

The suit and shirts I received were terrific and much better quality than ones I've found in stores off the rack. I would absolutely recommend them... more »

Yun Zhi Lin

I would highly recommend Montagio for anyone else planning a wedding or looking for a trendy tailor made suit... more »


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