The 25 Most Stylish Movies Every Gentleman Must See
Aside from style icons and style blogs, what better way could one get style inspiration and be entertained at the same time, than by watching stylish movies?
Style inspiration comes from the fashion world, daily life, style icons, books, fashion magazines, as well as from stylish movies. So today we have curated a list of most stylish movies that every gentleman should see. I’m talking about the kind of movie that would inspire you to dress well, improve your style and look classy all the time.
Check out these 25 most stylish movies that will inspire your wardrobe, lifestyle and everything else organized according to the year of release.
25 MOST STYLISH MOVIES EVERY GENTLEMAN MUST SEE
#1. THE GODFATHER PART II (1974)
Genre: Crime, Drama, Hollywood Tone, Period
Actors: Al Pacino, Robert De Niro
Directed by: Francis Ford Coppola
The compelling sequel to “The Godfather,” contrasting the life of Corleone father and son. Traces the problems of Michael Corleone (Al Pacino) in 1958 and that of a young immigrant Vito Corleone (Robert De Niro) in 1917’s Hell’s Kitchen. Michael survives many misfortunes and Vito is introduced to a life of crime.
#2. AMERICAN GIGOLO (1980)
Genre: Crime, Drama, Thriller
Actors: Richard Gere, Lauren Hutton
Directed by: Paul Schrader
Julian (Richard Gere), a gigolo, commands high prices for his services, living a lavish if emotionally unattached lifestyle under the management of Anne (Nina van Pallandt). While secretly working for pimp Leon (Bill Duke), Julian is assigned to service Mr. Rheiman (Tom Stewart) and his wife, Judy (Patti Carr), but leaves when their violent requests make him nervous. When Mrs. Rheiman is found dead and no one is willing to testify on his behalf, Julian finds himself the primary suspect.
#3. SCARFACE (1983)
Genre: Action, Crime
Actors: Al Pacino, Michelle Pfeiffer, Steven Bauer, Mary Elizabeth Mastrantonio, Robert Loggia
Directed by: Brian De Palma
After getting a green card in exchange for assassinating a Cuban government official, Tony Montana (Al Pacino) stakes a claim on the drug trade in Miami. Viciously murdering anyone who stands in his way, Tony eventually becomes the biggest drug lord in the state, controlling nearly all the cocaine that comes through Miami. But increased pressure from the police, wars with Colombian drug cartels and his own drug-fueled paranoia serve to fuel the flames of his eventual downfall.
#4. THE UNTOUCHABLES (1987)
Genre: Action, Crime, Historical, Hollywood Tone, Period, Thriller
Actors: Robert De Niro, Kevin Costner, Sean Connery
Directed by: Brian De Palma
Kevin Costner is idealistic federal agent Eliot Ness, whose assignment to clean up Prohibition-era Chicago leads to violence and manly questions about upholding the law. Initially powerless to stop the flow of booze into the city (the police force is corrupt and everyone in town seems to be on the mob’s payroll), Ness finds guidance from an older streetwise cop (Sean Connery, who won an Academy Award for this role) who convinces him he’ll need to break some rules if he wants to bring down head mobster Al Capone (Robert De Niro). Andy Garcia and Charles Martin Smith play Ness’s other recruits, who together must stand tall against a city full of assassins.
#5. GOOD FELLAS (1990)
Genre: Crime & Drama
Actors: Ray Liotta, Lorraine Bracco, Robert De Niro, Joe Pesci, Paul Sorvino
Directed by: Martin Scorsese
Based on Nicholas Pileggi’s book WISEGUY, Martin Scorsese’s GOODFELLAS is a wry, violent, and exhilarating film about the life of Henry Hill, an aspiring criminal who ends up in the FBI’s witness protection program after testifying against his former partners. As a poor Irish-Italian growing up in 1950s New York City, Hill (Ray Liotta) rises through the ranks of his Brooklyn neighborhood’s organized crime branch, and with money from the mob he begins living the good life, complete with a beautiful bride, Karen (Lorraine Bracco), a fancy house, and the best seats at the most exclusive restaurants.
A botched robbery lands Henry in prison for a brief period of time, and when he gets released, his reckless infidelities and drug abuse damage his association with his adopted family.
#6. CASINO (1995)
Genre: Crime, Drama, Period , produced in 1995 USA, France
Actors: Robert De Niro, Joe Pesci, Sharon Stone, James Woods
Directed by: Martin Scorsese
In early-1970s Las Vegas, low-level mobster Sam “Ace” Rothstein (Robert De Niro) gets tapped by his bosses to head the Tangiers Casino. At first, he’s a great success in the job, but over the years, problems with his loose-cannon enforcer Nicky Santoro (Joe Pesci), his ex-hustler wife Ginger (Sharon Stone), her con-artist ex Lester Diamond (James Woods) and a handful of corrupt politicians put Sam in ever-increasing danger. Martin Scorsese directs this adaptation of Nicholas Pileggi’s book.
#7. HOODLUM (1997)
Genre: Crime, Drama, Period , produced in 1997 USA
Actors: Laurence Fishburne, Andy Garcia, Tim Roth
Directed by: Bill Duke
HOODLUM stars Laurence Fishburne in a powerful performance as Ellsworth “Bumpy” Johnson, the notorious Harlem gangster of the 1930s. Director Bill Duke mixes a sumptuous visual style with a message of black empowerment. Bumpy gets out of prison and goes to work for the Harlem numbers powerhouse known as Madam Queen (Cicely Tyson), bringing him into conflict with the psychopathic Dutch Schultz (Tim Roth), who is trying to take over the numbers racket in Harlem. As the blood flows through Harlem streets, those around Bumpy begin to question his methods– and his morals.
#8. AMERICAN PSYCHO (2000)
Genre: Horror, Independent, Postmodernism, Thriller , produced in 2000 USA, Canada
Actors: Christian Bale, Willem Dafoe, Jared Leto, Reese Witherspoon, Samantha Mathis, Chloë Sevigny, Joshua Lucas
Directed by: Mary Harron
In New York City in 1987, a handsome, young urban professional, Patrick Bateman (Christian Bale), lives a second life as a gruesome serial killer by night. The cast is filled by the detective (Willem Dafoe), the fiance (Reese Witherspoon), the mistress (Samantha Mathis), the coworker (Jared Leto), and the secretary (Chloë Sevigny). This is a biting, wry comedy examining the elements that make a man a monster.
#9. BLOW (2001)
Genre: Crime, Drama, Period
Actors: Johnny Depp, Penélope Cruz
Directed by: Ted Demme
George Jung (Johnny Depp) doesn’t want to live like his father (Ray Liotta)–always short of money and constantly berated by his mother (Rachel Griffiths). So he sets off for California to live on the beach, where he finds he can make a living selling drugs. Soon George’s drug dealing business expands into shipping drugs across the country.
Needing a bigger supply of drugs, he travels to Columbia and meets Pablo Escobar (Cliff Curtis). Before long, George becomes the biggest trafficker of cocaine in the United States. In BLOW, director Ted Demme and scriptwriters Nick Cassevetes and David McKenna chart George’s strange course into a world of girls and sun, drugs and fun. It’s all so easy until events change George’s life forever.
#10. OCEAN’S ELEVEN (2001)
Genre: Comedy, Crime, Hollywood Tone
Actors: George Clooney, Brad Pitt
Directed by: Steven Soderbergh
Loosely based on the 1960 Rat Pack film of the same name, OCEAN’S 11 is a hi-tech crime comedy that features a top-notch cast. Con man Danny Ocean (George Clooney) has just been released from a four-year jail term and decides that his first order of business is robbing three Las Vegas casinos owned by the slimy Terry Benedict (Andy Garcia). To pull off this nearly impossible task, he quickly assembles an eclectic crew–including a card shark (Brad Pitt), a pickpocket (Matt Damon), an explosives expert (Don Cheadle), and an aging gambler (Carl Reiner)–and seeks financial backing from a freewheeling casino mogul (Elliott Gould) who holds a grudge against Benedict.
However, it soon becomes apparent that Ocean has more at stake than money and his newly found freedom–his ex-wife, Tess (Julia Roberts), just happens to be Benedict’s new girlfriend. Can Ocean steal back Tess’s heart and more than a hundred million dollars at the same time?
#11. ALFIE (2004)
Genre: Comedy, Drama, Romance
Actors: Jude Law, Marisa Tomei, Susan Sarandon, Sienna Miller
Directed by: Charles Shyer
British-born ladies’ man Alfie (Jude Law) exploits his job as a New York City limousine driver to meet and sleep with attractive women — which infuriates his pseudo-girlfriend Julie (Marisa Tomei), a single mom. His libertine lifestyle is interrupted, however, when his girl-crazy ways end up hurting his best friend, Marlon (Omar Epps). Desperate, Alfie attempts a go at monogamy with the ravishing Nikki (Sienna Miller), but even her good looks aren’t enough to keep him out of trouble for long.
#12. THE BUSINESS (2005)
Genre: Crime, Drama, Thriller
Actors: Danny Dyer, Tamer Hassan
Directed by: Nick Love
Frankie decides enough is enough with his life as a street thug living on a South London estate, and jets off to Spain where he meets big time businessman Charlie who’s currently running the hottest bars in the land and also a South London bank robber and drug kingpin, from here on in Frankie signs up to a lifetime of crime women and drugs and works his way from the bottom to the top of the Spanish cocaine empire with Charlie and Fellow bank robber and drug kingpin Sammy who does’not give Frankie the best reception.
#13. QUANTUM OF SOLACE (2008)
Genre: Action, Hollywood Tone, Thriller
Actors: Daniel Craig, Olga Kurylenko, Mathieu Amalric
Directed by: Marc Forster
Following the death of Vesper Lynd, James Bond (Daniel Craig) makes his next mission personal. The hunt for those who blackmailed his lover leads him to ruthless businessman Dominic Greene (Mathieu Amalric), a key player in the organization which coerced Vesper. Bond learns that Greene is plotting to gain total control of a vital natural resource, and he must navigate a minefield of danger and treachery to foil the plan.
#14. INCEPTION (2010)
Genre: Action, Futuristic, Hollywood Tone, Postmodernism, Sci-Fi, Thriller
Actors: Leonardo DiCaprio, Ken Watanabe, Joseph Gordon-Levitt, Marion Cotillard
Directed by: Christopher Nolan
Dom Cobb (Leonardo DiCaprio) is a thief with the rare ability to enter people’s dreams and steal their secrets from their subconscious. His skill has made him a hot commodity in the world of corporate espionage but has also cost him everything he loves.
Cobb gets a chance at redemption when he is offered a seemingly impossible task: Plant an idea in someone’s mind. If he succeeds, it will be the perfect crime, but a dangerous enemy anticipates Cobb’s every move.
#15. WALL STREET : MONEY NEVER SLEEPS (2010)
Genre: Drama, Thriller , produced in 2010 USA
Actors: Shia LaBeouf, Charlie Sheen, Carey Mulligan, Susan Sarandon
Directed by: Oliver Stone
20-plus years after he introduced us to the phrase “greed is good,” controversial filmmaker Oliver Stone (W., World Trade Center) returns to the world of high finance, unfettered capitalism, and white-collar crime. Michael Douglas reprises his Oscar-winning role as Gordon Gekko, the deliciously diabolical money magnate who never passes up a chance to make a buck. Shia LaBeouf also stars as a young trader embroiled in a puzzling murder.
#16. CRAZY, STUPID, LOVE (2011)
Genre: Comedy, Romance , produced in 2011 USA
Actors: Emma Stone, Julianne Moore, Steve Carell, Ryan Gosling
Directed by: Glenn Ficarra, John Requa
Cal (Steve Carell) and Emily (Julianne Moore) have the perfect life together living the American dream… until Emily asks for a divorce. Now Cal, Mr Husband, has to navigate the single scene with a little help from his professional bachelor friend Jacob Palmer (Ryan Gosling). Make that a lot of help
#17. SKYFALL (2012)
Genre: Action, Adventure, Thriller
Actors: Daniel Craig, Javier Bardem, Naomie Harris
Directed by: Sam Mendes
Bond’s loyalty to M is tested when her past comes back to haunt her. Whilst MI6 comes under attack, 007 must track down and destroy the threat, no matter how personal the cost.
#18. THE GREAT GATSBY (2013)
Genre: Drama, Romance
Actors: Leonardo DiCaprio, Carey Mulligan, Joel Edgerton
Director: Baz Luhrmann
Midwest native Nick Carraway (Tobey Maguire) arrives in 1922 New York in search of the American dream. Nick, a would-be writer, moves in next-door to millionaire Jay Gatsby (Leonardo DiCaprio) and across the bay from his cousin Daisy (Carey Mulligan) and her philandering husband, Tom (Joel Edgerton).
Thus, Nick becomes drawn into the captivating world of the wealthy and — as he bears witness to their illusions and deceits — pens a tale of impossible love, dreams, and tragedy.
#19. THE WOLF OF WALL STREET (2013)
Genre: Biography, Comedy, Crime
Actors: Leonardo DiCaprio, Jonah Hill, Margot Robbie
Director: Martin Scorsese
In 1987, Jordan Belfort (Leonardo DiCaprio) takes an entry-level job at a Wall Street brokerage firm. By the early 1990s, while still in his 20s, Belfort founds his own firm, Stratton Oakmont.
Together with his trusted lieutenant (Jonah Hill) and a merry band of brokers, Belfort makes a huge fortune by defrauding wealthy investors out of millions. However, while Belfort and his cronies partake in a hedonistic brew of sex, drugs and thrills, the SEC and the FBI close in on his empire of excess.
#20. KINGSMAN: THE SECRET SERVICE (2014/2015)
Genre: Action, Adventure, Comedy
Actors: Colin Firth, Taron Egerton, Samuel L. Jackson
Director: Matthew Vaughn
A spy organization recruits an unrefined, but promising street kid into the agency’s ultra-competitive training program, just as a global threat emerges from a twisted tech genius.
#21. THE MAN FROM U.N.C.L.E. (2015)
Genre: Action, Comedy
Director: Guy Ritchie
Writers: Guy Ritchie (screenplay), Lionel Wigram (screenplay)
Stars: Henry Cavill, Armie Hammer, Alicia Vikander
In the early 1960s, CIA agent Napoleon Solo and KGB operative Illya Kuryakin participate in a joint mission against a mysterious criminal organization, which is working to proliferate nuclear weapons.
#22.The Nice Guys (2016)
Directed by Shane Black
Starring: Russell Crowe, Ryan Gosling, Angourie Rice, Matt Bomer, Margaret Qualley, Keith David, Kim Basinger
Holland March (Ryan Gosling) is a down-on-his-luck private eye in 1977 Los Angeles. Jackson Healy (Russell Crowe) is a hired enforcer who hurts people for a living. Fate turns them into unlikely partners after a young woman named Amelia (Margaret Qualley) mysteriously disappears.
Healy and March soon learn the hard way that some dangerous people are also looking for Amelia. Their investigation takes them to dark places as anyone else who gets involved in the case seems to wind up dead.
23. JOHN WICK: CHAPTER 2 (2017)
Legendary hitman John Wick is forced back out of retirement by a former associate plotting to seize control of a shadowy international assassins’ guild. Bound by a blood oath to help him, John travels to Rome where he squares off against some of the world’s deadliest killers.
2017 | Crime film/Thriller ‧ 2h 2m
IMDb: 8.1/10 | Rotten Tomatoes: 90% | Metacritic: 75%
Initial release: 30 January 2017 (Los Angeles)
Director: Chad Stahelski
Stars: Keanu Reeves, Riccardo Scamarcio, Ian McShane
24: Kingsman: The Golden Circle (2017)
When their headquarters are destroyed and the world is held hostage, the Kingsman’s journey leads them to the discovery of an allied spy organization in the US. These two elite secret organizations must band together to defeat a common enemy.
Director: Matthew Vaughn
Writers: Jane Goldman, Matthew Vaughn
Stars: Taron Egerton, Colin Firth, Mark Strong
#25. Murder On The Orient Express (2017)
A lavish trip through Europe quickly unfolds into a race against time to solve a murder aboard a train. When an avalanche stops the Orient Express dead in its tracks, the world’s greatest detective — Hercule Poirot — arrives to interrogate all passengers and search for clues before the killer can strike again.
Director: Kenneth Branagh
Writers: Michael Green (screenplay by), Agatha Christie (based upon the novel by)
Stars: Kenneth Branagh, Penélope Cruz, Willem Dafoe
I hope you enjoyed our list of Most Stylish Movies. We’ve watched each and every one of them at least twice and would say from firsthand experience that they are all both entertaining and inspiring as far as dressing well is concerned.
Please feel free to drop your comments and contributions in the comment section below and share the story as well. Your feedback helps us improve and serve you better.
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Until next time gentlemen – Sayonara!
Yours in Style,
Kobi O. Mbagwu (Mr. Kobi)
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