14 Mens Fashion and Style Icons
By William Barnes
Fashion has always been, and always will be dynamic. But style is timeless. The former is largely concerned with the what is cool, or what trends are at what time, etc. The latter, is not. Few men exhibit times timeless cool and display of good taste, and those that have shone in the public eye deserve mention. The following fourteen men are ones which we believe deserve mention as having some of the most iconic style, during the last century
Frank Sinatra

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Sinatra embodied an era of men’s style and grace. The hard-drinking, heavy-smoking ‘Rat Pack’ founding member seemed to never lose his cool, even in the midst of his son’s kidnap debacle. People questioned his potential ties to the mafia, but no one ever denied that he was the entertainer of the day. Old Blue Eyes always seemed well put-together, and our hat goes off to him for his matter-of-fact and effortless style.
Joe Namath

The panache it took to wear saddle shoes, a fur coat and wayfarers while on the sidelines is second to none. Joe Namath was a football player back in the days when athletes could still be national heroes, not petty criminals or castmembers on third-tiered reality television shoes. Namath also showed us that athletic prowess and a penchant for dressing one’s best were not mutually exclusive. Kind of a Sean Avery of yesterday – but without the pomp and circumstance. Broadway Joe was also famous for predicting his Jets would win Superbowl III and in later years, he would don a mean fu-manchu – before it was ironic, or cool to have one.
Marlon Brando

We’re not talking bitch-tits, Dr. of Island Moreau Brando, we’re talking bad ass, A Street Car Named Desire Brando. Widely considered the first noticeable male sex symbol of the silver screen, Brando would later come out and appease his entire fan base, by admitting to being bisexual. Brando’s take on men’s style would spawn generators of emulators, and his iconic style would only be emboldened by later roles in The Godfather franchise, and breaking the jaws of paparazzi. Interestingly, his grandson, Tuki Brando, is currently the face of Versace.
James Dean

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Not a whole lot of commentary is really needed to help explain why Dean is on the list.
Brad Pitt

Fight Club. Mr and Mrs Smith. Snatch. Oceans Eleven. Legends of The Fall. While some of these movies might not be everyone’s favorite, they all contributed Brad Pitt’s superstar status. Pitt consistently tops the ‘Most Attractive Men’ lists in the celebrity gossip rags, and his performance in Fight Club alone would merit his inclusion to this list. In the last decade, Pitt has shown the world that he can play serious roles too, and seems to never be caught off guard by the paparazzi. Whether he’s working with orphans in Addis Ababa, or he’s cruising on his Triumph in New Orleans, he seems to do so with a masculine grace that has only developed as he’s entered middle age. We look forward to the release of Inglorious Basterds.
Paul Newman

This picture (above) is a perfect illustration of the actor that would go on to embody the titular role he filled in Cool Hand Luke. Newman was famous for his fidelity, even though he could have had any woman in the world, at the drop of a hat. And integrity is never in bad form. His decision to go into organic food production before it was the in thing to do, only adds to his status as a a trailblazer. One of the few actors to transition from 1950s cinema to that of the 1960s and 1970s, Newman remains an institution of America male style, and arguably one of the coolest guys of all time.
Johnny Depp

After his work on the Pirates franchise, Depp seemed like he was taking his role as a Keith Richards-as-Jack Sparrow a little too serious, but this ended up not being the case. No one has gone from 1980′s teen heartthrob to critically-acclaimed actor quite like Depp, and we appreciate his take on the Hollywood superstar that seems to not appreciate the attention. While his appearance might actually be the choreographed workings of a team of stylists, it seems very thrown together and carefree. This fits his demeanor, and is one that most everyone can appreciate in terms of aesthetics.
Steve McQueen

Steve McQueen was rumored to smoke a pack of cigarettes and consume whiskey, marijuana and cocaine on a daily basis, all while maintaining a 2-hr daily exercise regimen. That’s what we call dedication – both to a serious affinity for vice, as well as to maintaining a well-defined physique. The King of Cool had an effortless and oft-imitated style, that seemed to be just what the world was looking for at the time. He was a sort of anti-hero, and his style transcended the clothes he wore; the guy raced motorcycles and pretty much all of his own stunts.
Jason Statham

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This former diver-turned-actor has proved to bald men everywhere that it if you are losing hair, there is still hope: you just have to get in really good shape, acquire a street-smart Londoner accent, and kick a lot of ass. But in all seriousness, Statham has been able to earn major roles even though he shares few characteristics with the stereotypical Hollywood leading man. He also tends to carry himself in a confident way that never looks bad. He is probably the most unassuming inclusion in this list, but deserves mention nonetheless.
Cary Grant

Cary Grant was for many decades the prototypical leading man: debonair, handsome, and charming. Try finding a picutre of him in anything other than an impeccably tailored suit – they simply do not exist. His public image represents all that should be masculine about men’s fashion, and his timeless appearance has become the benchmark for black-tie events, awards presentations, and galas. Grant also deserves special mention for the fact that he was an ardent Republican, but never used his stardom as a soapbox, to preach his political opinions. Only later in his life, when his friend Ronald Reagan ran for President, did he come out and publicly support any candidates.
Robert Redford

Robert Redford was Brad Pitt before there was a Brad Pitt. Packaged to audiences as the quintessential all-American male, Redford has a number of accomplishments in various capacities. If you need a reminder of what Redford was like in his prime, watch The Natural or Butch Cassidy and the Sundance Kid. The amount of trim he was able to rack up, probably rivals that of Wilt the Stilt.
Sean Connery

This foul-mouthed Scotsman was not what James Bond creator Ian Fleming had in mind for an on-screen adaptation of his beloved character. But, it just seemed to work. Rumor has it that after Dr. No, Fleming was so taken by Connery’s ability to morph into the suave, special agent that he worked into the character’s back-story a half-Scottish, half-Swiss ancestry. Even into the early 1980s, wherein Connery donned a number of questionable head-rugs, he still was able to give believable performances as the ultra-masculine, sexually charismatic Bond that subsequent actors have only attempted to recreate. To many, Connery is Bond.
David Beckham

Love him or leave him, Beckham has got style. While the personal lives of professional footballers and their lady friends have recently become a thing of undeserved scandal, Beckham’s is the real deal. While some claim he is overrated as a mid-fielder, the long-serving captain of England’s National Team has done a lot for the game, including (many argue) contributing to the increased popularity of the sport in the U.S., and he is often lauded for his many charitable works. To top it off the guy always looks well put together, with either long hair or a shaved head, and he can pull of his many tattoos even in business-casual attire. Even his high-pitched voice seems appropriate, and slightly capable of cutting him down to size – but it doesn’t.
Michael Jordan

Michael Jordan’s style has always seemed effortless, whether he was on the court, or in a well-tailored, Italian suit. Many basketball players look a bit funny in suits – truth be told – because it’s hard to look sauve when you are nearly 7′ tall. But Jordan pulls it off in swell fashion. Jordan also merits special distinction for balding with grace and dignity. He actually met his receding hair line head-one, by just shaving the whole thing. When you are the most dominating basketball player of all time, no one is going to bring up the fact that you are losing your hair.
Bob Dylan

Many claim Bob Dylan is really a poet, but he just happens to sing and play music as well. Regardless of your take on that bit of whimsy, no one can deny Bob Dylan’s contribution to musical style and innovation. Fashion wise, this rolling stone is also one of the most widely-emmulated individuals the entertainment and arts industries have ever experienced. The above picture does a good job of summing up why this is the case; he’s basically on the same level as Mick Jagger and Keith Richards, but without the decade-long periods of fashion insanity and peyote.










































Tuesday, July 7, 2009 4:51PM
So…all but one of these guys is a White male, and the one ethnic guy you put on here actually has awful off-court fashion sense (the guy is STILL wearing oversized suits and Lee's/Wrangler jeans). Good picks!
Tuesday, July 7, 2009 5:07PM
Hey inthecover, thanks for the comment. Stylecrave's editor here. While I really enjoy William's list, I agree with you– I would have liked to have seen names like Sydney Poitier, Andre Benjamin, hell, I might have picked Deion Sanders before MJ. But at the end of the day, I respect this writer's opinion a whole hell of a lot. My take on the fashion icons of the world may have been quite different. In all, I think this is a great list! -Mike Payne-
Tuesday, July 7, 2009 2:07PM
A list about ‘cool’ without the inclusion of the man who birthed it? I say, all racial allegations aside, Miles should be the top of this list.
Tuesday, July 7, 2009 7:09PM
Clearly these moronic editors either have no clue, or are completely apathetic towards anyone who isn't white. Who exactly r these idiots, oops I mean editors. The title of this piece should be "The Cluelessly Uncool Define Cool"
Tuesday, July 7, 2009 2:16PM
Interesting but I’d say Redford and Pitt share the same look (in more then one way).
Tuesday, July 7, 2009 7:33PM
don't even put Sydney Poitier in the same company as the people you just mentioned.
Tuesday, July 7, 2009 7:36PM
Affirmative action inclusion: Shaft.
Tuesday, July 7, 2009 7:42PM
I'm with Peter, and was going to suggest it before I saw his post. Miles Davis was the primogenitor of cool, and deserves inclusion. His styles from his understated elegance of the 50s to over the top outfits of the 80s always displayed his taste – Miles First!
Tuesday, July 7, 2009 7:43PM
I'll do so gladly. My point was that there is a wide and varied range of influences from people of color who have not only influenced my own style, but the style of the modern man in general. And Deion was a joke, stinky
Tuesday, July 7, 2009 8:03PM
Really, this close to his death and you didn't mention Michael Jackson? That's surprising.
Tuesday, July 7, 2009 8:34PM
Agree on the most part, but as Jason Statham and Beckham are in there, it misses Willis…
Tuesday, July 7, 2009 8:35PM
haha beckham and statham. funniest thing I've seen all day.
Tuesday, July 7, 2009 8:45PM
good list except for adding johnny depp.and lol @ the losers who are crying racism. Im so sick of these crybabies screaming racism all the time. stfu.
Tuesday, July 7, 2009 8:46PM
You list Jason Statham but not Michael Jackson? He may not have been in vogue in the U.S. for the past 20 years but in his day, The King of Pop's influence was like no one else's. Every guy had to have a red jacket and white glove in the early 80s or black suit/red shirt/black fedora in the late 80s/early 90s if he wanted to impress the dudes and make the ladies swoon.
His coolness quotient is on the rise again due to his untimely death and I look forward to seeing tons of guys dressed like MJ on the streets.
King of Pop = King of Cool
Tuesday, July 7, 2009 8:59PM
Clint Eastwood is… where?
Tuesday, July 7, 2009 9:25PM
No Clint Eastwood? Harrison Ford? Bruce Campbell? Anthony Kiedis? Your list is… dissapointing.
Tuesday, July 7, 2009 9:58PM
Stop crying you affirmative action dorks.
Tuesday, July 7, 2009 9:59PM
Amen
Tuesday, July 7, 2009 10:22PM
no miles davis means the list is woefully incomplete. until michael jordan loses that ridiculous earring i would toss him off the list as well. but no miles davis is a no-no.
Tuesday, July 7, 2009 11:02PM
Just two words ….John Lennon
Wednesday, July 8, 2009 12:49AM
will smith? the guy oozes charisma
Wednesday, July 8, 2009 2:22AM
Brad Pitt is just repackaged James Dean. The original is much better.
Wednesday, July 8, 2009 3:14AM
This list should be titled "13 famous, rich dudes plus another dude who wore a fur coat at a football game."
"Fashion is a form of ugliness so intolerable that we have to alter it every six months." — Oscar Wilde
Wednesday, July 8, 2009 3:18AM
Gotta mention Tyson Beckford
Wednesday, July 8, 2009 5:14AM
Where is Neil Patric Harris?
Wednesday, July 8, 2009 8:01AM
Why isn't Bruce Willis the first choice for the cool, bald-headed man?
Wednesday, July 8, 2009 8:31AM
And where is Woody Allen??!!
Wednesday, July 8, 2009 12:56PM
I think Heath Ledger should go in that list
Wednesday, July 8, 2009 2:20PM
where is Michael Jackson on the list??
Wednesday, July 8, 2009 3:44PM
Stereotypical list of an uncultured white male.
Thursday, July 9, 2009 5:53PM
Where is Jerry Seinfeld?? Jeans and white sneakers is a timeless look.
Saturday, July 11, 2009 11:53AM
dont they just all look the same??
Sunday, July 12, 2009 6:32AM
You guys suck 10 year old easter eggs. Even Jim Carrey has more fashion sense than Joe Namath. Namath looked like a clown-pimp. And Jordan???? I'm a black dude but dressing up like a member of Manhattan Transfer doesn't cut it! Shame on you clowns. Marving Gaye had style too as well as Clint Eastwood. You guys are lost. LOL!
Sunday, July 12, 2009 11:52PM
well that's because Caucasians have fashion sense, i like the token black man he's cool too
Saturday, August 1, 2009 6:26AM
What kind of list is this?
What about david bowie? james caan, mr. rogers, the banana splits, terence stamp, marty feldman, liam neeson, and john lydon? you also seem to have forgotten clint eastwood, lindbergh, neil armstrong, john kennedy, jackson pollock, james brown, robin williams (1980), and richard f. burton (1858)? how could you miss warren beatty, ernest hemingway, john garfield, bruce lee, and richard harris? who could possibly ignore jimmy page in 1972? for that matter, where's keith moon, jimmy clark, mario andretti, chuck yeager, and buckminister fuller? and ricky henderson? sonny liston? john lennon? joseph beuys? this is absurd — lord byron? porfirio rubirosa? paul weller in 1983? huggy bear? who could forget huggy bear?
none have a place on your list.
so many interesting "style icons" are missing from your list, and the ones that are actually on here are so much more deserving than this pap you've barely managed to write about them.
this article is a lame waste of space, taking up vital attention time. it seems to have been written just to infuriate people about bad writing and get them to reply to your article. next time, do your research, and have some actual opinions and interesting thoughts before you start writing.
Thursday, August 27, 2009 5:33AM
Very happy to see David Beckham on that list! i like his style.He's a style icon! love him!
Monday, September 14, 2009 9:42AM
I think you've missed out somebody important, which is Elvis Presley, and to imagine placing Beckham side by side with the rest, I think you've crumbled the whole list.
Thursday, January 14, 2010 11:52PM
i think you did a good job on these. all the haters are starting to piss me off. the reason why more black ppl arent on the list is bc these are icons through the ages and our country was going through a lot of racial controversy not too long ago. i'm not trying to offend but its just something to think about.