20+ Stylish Movies EVERY Man Would Love to See

With our current global climate and demands to quarantine ourselves, now is the ideal time to compile a list of stylish movies that every male should watch.

What’s the best part?

You may watch all of these from the comfort of your own home!

So sit back, get some popcorn, a drink, and begin bingeing!

Here are 33 stylish movies that every man should watch! So, if you have any doubts, trust Teeanime!

1. The Thomas Crown Affair (1968)

Throughout the film, the original Thomas Crown (Steve McQueen) wears a variety of clothes, all of which are beautifully executed. Every look is a master class, from three-piece suits to sweaters under a traditional Harrington jacket. McQueen’s accoutrements are flawless, including the legendary Persol 714 model sunglasses and a gold Cartier Tank Americanine wrist watch.

2. North by Northwest (1959)

Cary Grant’s most famous film also has a highly stylish clothing. Grant is dressed in a classic grey-blue glen check suit throughout the film. Grant’s suit has been dubbed “the best suit in film history” numerous times and is compulsory watching for every stylish man.

3. The James Bond Saga (1962-2020)

It’s James Bond, after all. Is there anything further to say? Bond has been a style icon since 1962 and continues to be so now. 007 has donned everything from dinner coats to polo tees. From Russia with Love, Thunderball, On Her Majesty’s Secret Service, Live and Let Die, The World is Not Enough, and Casino Royale are all films worth seeing.

4. A Single Man (2009)

A Single Man, Tom Ford’s directorial debut, starring Colin Firth as a professor dealing with the loss of a loved one. Throughout the film, Firth wears a very good brown suit with a white oxford shirt, tie bar, and thick black glasses. Firth gives the concept of an everyday suit a whole new meaning. Firth demonstrates how to wear a suit and makes it look effortless with vintage 60’s fashion and a traditional suit template.

5. Drive (2011)

Ryan Gosling exudes calm as the film’s silent-strong type driver. Gosling is dressed in a white bomber jacket with a scorpion on the back and a double denim suit.

6. Bullitt (1968)

Another McQueen classic, McQueen wears an iconic brown tweed jacket and navy turtleneck with charcoal trousers and “playboy” chukka boots in this film. McQueen is also dressed in a maroon shawl collared cardigan and light colored chinos.

7. Breathless (1961)

This picture is recognized for launching the “French New Wave” of filmmaking, which dominated popular culture in the United States in the 1960s. Throughout the film, Jean-Paul Belmondo wears a beautiful light-colored blazer and is a master lesson in spezzato.

8. The Godfather, Part II (1974)

Part II of this fantastic trilogy covers over 60 years of style and features so many great timeless costumes. There are so many outfits and styles to look at and take inspiration from, from Michael Colerone’s grey dupioni silk suit to his tan-cream glen check suit with a cravat and even Vito Corleone’s brown pinstripe suit.

9. The Wild One (1953)

The motorcycle jacket made of leather. This is the movie. Marlon Brando demonstrates how to properly wear this iconic jacket.

10. The Kingsman Movies (2015, 2017)

Of course, the two Kingsman films had to make the cut! The Kingsman demonstrates how to wear a double-breasted suit jacket. This is a stylistic move that few people make nowadays, but it will quickly set you apart from the crowd.

11. Rebel Without a Cause (1955)

Dean, James. That’s not the sausage maker! The performer! James Dean had a brief but promising career and starred in this classic film and coming-of-age drama. Dean is dressed in a basic red windbreaker and pants. He also wore a clean white crew neck tee and black boots. Dean became recognized for his classic bad boy appearance, which any man can pull off.

12. Once Upon a Time in Hollywood (2019)

This current film on the demise of old-school Hollywood has a lot of style to it. We chose to highlight Cliff Booth’s hawaiian shirt and jeans ensemble. Brad Pitt plays Booth, a harsh and tough character. Throughout much of the film, he wears a short-sleeved yellow aloha shirt, a white Champion t-shirt, classic blue jeans, and brown moccasin boots. He also sports a stylish pair of brown aviators with a gold rim.

13. 8 ½ (1963)

stylish movies

In this French film, Marcello Mastroianni plays an Italian film director who suffers from restricted creativity while filming another picture. Mastroianni demonstrates how to wear a monotone suit. Mastroianni looks stunning throughout the picture, dressed entirely in black with the exception of a spotless white shirt. He also wears a traditional set of square glasses, which are highly popular in menswear today.

14. Wall Street (1987)

stylish movies

Michael Douglas as Gordon Gekko in Wall Street struck a chord with many and went on to be a style icon for businesspeople for most of the 1990s. Gekko’s style is timeless, with strong contrasts, pricey accessories, bright colors, and pinstripes. Some of his costumes are little old, yet there are many features and notions from his style that can be modernized for today.

15. Ocean’s 11, 12 & 13 (2001, 2004, 2007)

stylish movies

The Ocean’s trilogy is a one-stop shop for men’s fashion. There is something for everyone, whether you enjoy George Clooney’s classic suit style, Brad Pitt’s gigolo-esque suit style, Matt Damon’s light coats, or Don Cheadle and Elliott Gould’s more eccentric style.

16. The Nice Guys (2016)

stylish movies

The 1970s done correctly. While the aesthetic in this film is very 70’s and would please Tom Ford, there are many wonderful outfit ideas and concepts to take away from it. Gosling looks beautiful in whatever outfit he wears. Experiment with colors and patterns, like he does in the film’s suits and shirts.

17. Casablanca (1942)

stylish movies

Humphrey Bogart wears the ivory dinner jacket better than anyone else. Bogart is the gold standard for this outfit, wearing an ivory double-breasted dinner jacket with black slacks, a white dress shirt, and a black silk bow tie. It is ageless and will always be an elegant appearance to be inspired by for gentlemen.

18. Crazy, Stupid, Love (2011)

stylish movies

Ryan Gosling once again demonstrates how to dress appropriately for any situation. Whether he’s out at a club, on a date, or at home, Ryan Gosling always looks great. In the film, Ryan Carrell learns about style from him, and we can all learn from him as well. I’ve previously commented on Crazy, Stupid, Love! Remember, get rid of those 407s and you’ll outperform the Gap!

19. The Man from U.N.C.L.E. (2015)

stylish movies

The Man from UNCLE, starring Henry Cavill and Armie Hammer, is an exceptionally gorgeous film in terms of both how it is shot and what the characters wear. Throughout the film, Cavil wears almost entirely suits, but Hammer’s character dresses more casually. In any case, this picture offers the best of both worlds. Throughout the film, special mention should be made of Hammer’s suede jacket and Cavil’s tailor.

20. American Psycho (2000)

stylish movies

The only thing you’ll want to mimic from this flick is Patrick Bateman’s style. In his suits and shirts, he emulates Gordon Gekko by using strong patterns and contrasts. The charcoal pinstripe flannel suit he wears is a particular standout. It has a double-breasted front and peak lapels. In addition, he is dressed in a blue dress shirt with a white contrast collar. A contrasting collar is a high-fashion move that you should try!

21. Reservoir Dogs (1992)

stylish movies

Tarantino’s debut picture demonstrates how good a conventional dark suit and tie with a white shirt can look. In their black suits, even the “dogs” look terrific. Even if you have a fair complexion, a black suit and tie will always make you appear stylish as heck.

22. To Catch a Thief (1955)

stylish movies

Another film starring Cary Grant, this one demonstrates his more relaxed manner. In the film, his blue striped long sleeved shirt with grey trousers stands out. With this costume, he even wears a scarlet neckerchief. To be honest, Grant looks terrific in every outfit in the film!

23. The Great Gatsby (2013)

stylish movies

Leonard DiCaprio played the title character in The Great Gatsby, and he wore some great tailoring in bright colors. Gatsby remains a style model for men to be influenced by, wearing everything from a pink suit to a cream suit to a very lovely sweater with linen slacks.

24. Three Days in the Condor (1975)

stylish movies

Robert Redford demonstrates how to dress up a tweed jacket with a dress shirt and tie. He’s dressed in a black and herringbone tweed sports jacket, blue chambray shirt, and dark navy slacks. Redford is likewise dressed in a dark blue wool pea coat. This pea coat is a classic men’s fashion essential that looks great on Redford.

25. Shaft (1971, 2000, 2019)

stylish movies

Shaft, played by Richard Roundtree, demonstrates how to wear a leather trench coat. This is something you don’t see every day. Shaft is dressed with a brown leather trench coat, brown checkered flannel suit, and a tan turtleneck. This is also a look that would become iconic with Samuel L. Jackson’s later portrayal of Shaft.

26. Risky Business (1983)

stylish movies

Tom Cruise and his Ray-Ban Wayfarer sunglasses. Come on, people! Throughout the film, Cruise wears these legendary pair of sunglasses, placing Ray-Ban on the map. Cruise also demonstrates how to wear a t-shirt over a blazer without seeming like a slob.

27. La La Land (2016)

stylish movies

Gosling strikes again. This time Gosling wears a lot of vintage pieces from his jackets and dress shoes to his Cuban shirts to even his vintage watch. Gosling makes a case for thrift shopping and how some styles will never go out of style.

28. Call Me by Your Name (2017)

stylish movies

Your step-by-step guide to summer clothes, Armie Hammer and Timothee Chalamet demonstrate how to stay cool in the heat. Hammer looks amazing in short-sleeved oxford shirts, shorts, and loafers. He’s also wearing Persol 649 sunglasses. Chalamet shows us how to use bold patterns with his shorts and shirts throughout the film as well. This is a style tutorial for summer.

29. Blade Runner & Blade Runner 2049 (1982, 2017)

stylish movies

A classic trench coat will always be in vogue. Even in the post-apocalyptic year 2049. Harrison Ford established the cyberpunk fashion by demonstrating the timeless nature of a well-tailored trench coat. Ryan Gosling follows this tendency in the sequel, demonstrating once more how cool a trench coat can be. Take notes on their trench coat to help you design your own!

30. Baby Driver (2017)

stylish movies

Ansel Elgort as an incredible getaway driver in a bomber jacket with different sleeves? Is that Jon Hamm in a classic black trench coat? Jamie Foxx dressed in bizarrely bright outfits? Yes, this film has all of that and more – there’s something for everyone!

31. Lethal Weapon 2 (1989)

stylish movies

Mel Gibson’s Martin Riggs character in the famous buddy cop movie from the 1980s shows us how to outfit a sportier look. This look is characterized by a letterman jacket, blue denim, and cowboy boots. But maybe avoid the mullet.

32. Indiana Jones and the Last Crusade (1989)

stylish movies

While in Paris, Indiana Jones wears a pretty beautiful tweed suit and demonstrates how to wear a fedora without appearing like a complete nerd. There’s also the iconic leather jacket that we’re all familiar with.

33. Mission Impossible: Fallout (2018)

stylish movies

In Tom Cruise’s latest Mission Impossible film, Ethan Hunt wears a variety of ensembles including light coats. To name a few, there’s a navy-blue leather jacket, a navy suede jacket, and a black denim trucker jacket. In the beginning of the film, he also wears a pretty good suit.

And there you have it! 33 of the most elegant films that EVERY stylish man should see!

This should keep you occupied and inspired to prepare your future outfits!