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The 15 Most Stylish Halloween Costumes

Thursday, October 06, 2016
  • Bond might seem obvious, overdone, even, but trust us: If you have a well-tailored slim tux, with a pristine white shirt, and a manual bow tie (an ensemble every man should have in his repertoire anyway), you'll be the double-0 to every slouchy suit in a clip-on's Paul Blart, Mall Cop. And don't be afraid to adjust your cufflinks.

James Bond

Bond might seem obvious, overdone, even, but trust us: If you have a well-tailored slim tux, with a pristine white shirt, and a manual bow tie (an ensemble every man should have in his repertoire anyway), you'll be the double-0 to every slouchy suit in a clip-on's Paul Blart, Mall Cop. And don't be afraid to adjust your cufflinks.

  • Hackett Tuxedo, $3,674_, available at mrporter.com J.Crew English Satin Bow-Tie, $55, available at jcrew.com

Get the Look

Hackett Tuxedo, $3,674_, available at mrporter.com

J.Crew English Satin Bow-Tie, $55, available at jcrew.com

  • The pinstripe suit, long the domain of smug bankers, has been making a comeback on the backs of fly dudes like Victor Cruz—but that doesn't mean you can't dial it back a couple decades to Patrick Bateman territory, doing it up with a contrast-collar shirt and a plastic raincoat. "Do you like Huey Lewis?" doubles as a great pickup line, until they get the reference and run away.

American Psycho

The pinstripe suit, long the domain of smug bankers, has been making a comeback on the backs of fly dudes like Victor Cruz—but that doesn't mean you can't dial it back a couple decades to Patrick Bateman territory, doing it up with a contrast-collar shirt and a plastic raincoat. "Do you like Huey Lewis?" doubles as a great pickup line, until they get the reference and run away.

  • Saks Fifth Avenue Contrast Collar Shirt, $40 (Was $145), available at saksoff5th.com David Fin Red Printed Halo Tie, $95, available at davidfin.com Kingsman Double-Breasted Pinstripe Suit, $2,495, available at mrporter.com

Get the Look

Saks Fifth Avenue Contrast Collar Shirt, $40 (Was $145), available at saksoff5th.com

David Fin Red Printed Halo Tie, $95, available at davidfin.com

Kingsman Double-Breasted Pinstripe Suit, $2,495, available at mrporter.com

  • Step one, look like Ryan Gosling ("No sweat."—Everyone at GQ). Step two, get one of fall's dope satin bomber jackets. Step three, stomp a dude's face into the linoleum. Even if you're one out of three, you're still left with a classic menswear item. Not bad, eh?

Drive

Step one, look like Ryan Gosling ("No sweat."—Everyone at GQ). Step two, get one of fall's dope satin bomber jackets. Step three, stomp a dude's face into the linoleum. Even if you're one out of three, you're still left with a classic menswear item. Not bad, eh?

  • HUF Bomber, $193, available at yoox.com Barneys New York Leather Drive Gloves, $155, available at barneys.com

Get the Look

HUF Bomber, $193, available at yoox.com

Barneys New York Leather Drive Gloves, $155, available at barneys.com

  • Local laws might get in the way of completing this look with a sawed-off shotgun and a vendetta against your brother's killers, but if you look as simultaneously suave and menacing as Michael Caine did in his three-piece suit, we doubt anyone (particularly the ladies) will mind.

Get Carter

Local laws might get in the way of completing this look with a sawed-off shotgun and a vendetta against your brother's killers, but if you look as simultaneously suave and menacing as Michael Caine did in his three-piece suit, we doubt anyone (particularly the ladies) will mind.

  • Suitsupply Lazio Three-Piece Suit, $599, available at mrporter.com David Fin Black Solid Tie, $95, available at davidfin.com

Get the Look

Suitsupply Lazio Three-Piece Suit, $599, available at mrporter.com

David Fin Black Solid Tie, $95, available at davidfin.com

  • A good leather jacket will be just as trustworthy to you as it was to everyone's favorite archeologist, practically all year round. Now, to get a best bud to play your Nazi antagonist...

Indiana Jones

A good leather jacket will be just as trustworthy to you as it was to everyone's favorite archeologist, practically all year round. Now, to get a best bud to play your Nazi antagonist...

  • Nick Fouquet The Howl Hat, $1,169, available at farfetch.com Schott A-2 Leather Bomber Jacket, $775, available at mrporter.com

Get the Look

Nick Fouquet The Howl Hat, $1,169, available at farfetch.com

Schott A-2 Leather Bomber Jacket, $775, available at mrporter.com

  • This cinematic style watershed was so influential, people might think you, with your snorkel parka and skinny tie, are just a modern mod rocker...but is that really such a bad thing?

Quadrophenia

This cinematic style watershed was so influential, people might think you, with your snorkel parka and skinny tie, are just a modern mod rocker...but is that really such a bad thing?

  • Thomas Pink Todd Skinny Tie, $135, available at us.thomaspink.com Saint Laurent Hooded Parka, $2,290, available at matchesfashion.com

Get the Look

Thomas Pink Todd Skinny Tie, $135, available at us.thomaspink.com

Saint Laurent Hooded Parka, $2,290, available at matchesfashion.com

  • A great excuse to get all your sloppily dressed buds to get at least one item of clothing—a black suit—in a properly tailored, respectable form. If they show up in the baggy mess they wore to their last job interview, imply that they might be seeing the Tarantino shot in first person, very soon.

Reservoir Dogs

A great excuse to get all your sloppily dressed buds to get at least one item of clothing—a black suit—in a properly tailored, respectable form. If they show up in the baggy mess they wore to their last job interview, imply that they might be seeing the Tarantino shot in first person, very soon.

  • Reiss George Blazer, $465, available at reiss.com Reiss George Trousers, $195, available at reiss.com Ray-Band Clubmaster Glasses, $150, available at mrporter.com

Get the Look

Reiss George Blazer, $465, available at reiss.com

Reiss George Trousers, $195, available at reiss.com

Ray-Band Clubmaster Glasses, $150, available at mrporter.com

  • Travis Bickle and the M-65 jacket: It doesn't get any more iconically New York, insane, and downright Scorcese-y than this. You might object to the haircut, but hey, if you, too, want to go out in a blaze of anti-heroic, postmodernist glory, it's pretty much a prerequisite.

Taxi Driver

Travis Bickle and the M-65 jacket: It doesn't get any more iconically New York, insane, and downright Scorcese-y than this. You might object to the haircut, but hey, if you, too, want to go out in a blaze of anti-heroic, postmodernist glory, it's pretty much a prerequisite.

  • Visvim Achse Field Jacket, $1,030, available at mrporter.com Warby Parker Halford Aviators, $145, available at warbyparker.com

Get the Look

Visvim Achse Field Jacket, $1,030, available at mrporter.com

Warby Parker Halford Aviators, $145, available at warbyparker.com

  • The beauty of this getup, aside from the Mac being a fall staple you should own if you don't already, is that it's one that protects against those inevitable slushed-out Halloween nights, when all your friends (including the one dressed as your sidekick Snowy!) abandon you because of their skimpy, water-permeable costumes. It will, however, not protect you from your lousy grasp of French, so bone up, bon homme.

Tintin

The beauty of this getup, aside from the Mac being a fall staple you should own if you don't already, is that it's one that protects against those inevitable slushed-out Halloween nights, when all your friends (including the one dressed as your sidekick Snowy!) abandon you because of their skimpy, water-permeable costumes. It will, however, not protect you from your lousy grasp of French, so bone up, bon homme.

  • Howlin' Birth of Cool Crew, $149, available at endclothing.com Thom Browne Wool-Twill Mac, $1,750, available at mrporter.com

Get the Look

Howlin' Birth of Cool Crew, $149, available at endclothing.com

Thom Browne Wool-Twill Mac, $1,750, available at mrporter.com

  • To play Richie Tenenbaum, all you need is a sweet tan suit, a terrycloth headband, and an unholy love for your stepsister. (We won't ask how the latter came so naturally.) Maybe play some Nico out of a boombox, for an ennui-filled Say Anything mashup that Wes Anderson would find "quite versimillitudinous," or whatever.

The Royal Tenenbaums

To play Richie Tenenbaum, all you need is a sweet tan suit, a terrycloth headband, and an unholy love for your stepsister. (We won't ask how the latter came so naturally.) Maybe play some Nico out of a boombox, for an ennui-filled Say Anything mashup that Wes Anderson would find "quite versimillitudinous," or whatever.

  • Suitsupply Hudson Corduroy Suit, $599, available at us.suitsupply.com Terry Stripe Headband, $4, available at E4Hats.com

Get the Look

Suitsupply Hudson Corduroy Suit, $599, available at us.suitsupply.com

Terry Stripe Headband, $4, available at E4Hats.com

  • Okay, so we've mentioned that the redesigned bomber jacket is not for guys with an unhealthy "Danger Zone" obsession. But you can put the patches on with Velcro, right?

Top Gun

Okay, so we've mentioned that the redesigned bomber jacket is not for guys with an unhealthy "Danger Zone" obsession. But you can put the patches on with Velcro, right?

  • Neil Barrett Shearling Jacket, $3,450, available at farfetch.com **Top Gun Patches, $28, available at ebay.com

Get the Look

Neil Barrett Shearling Jacket, $3,450, available at farfetch.com

**Top Gun Patches, $28, available at ebay.com

  • If you're the wallflowery type, standing and smiling amidst a crowded Halloween party in a striped red sweater will come naturally to you. Be sure to stick close to any barbershop poles, oversized peppermint candy canes, etc.

Where's Waldo?

If you're the wallflowery type, standing and smiling amidst a crowded Halloween party in a striped red sweater will come naturally to you. Be sure to stick close to any barbershop poles, oversized peppermint candy canes, etc.

  • Kangra Cashmere Sweater, $32 (Was $130), available at yoox.com Off-White Wool Beanie, $131, available at luisviaroma.com

Get the Look

Kangra Cashmere Sweater, $32 (Was $130), available at yoox.com

Off-White Wool Beanie, $131, available at luisviaroma.com

  • Forget John Travolta's white leisure suit and embrace the actor's off-duty style in Saturday Night Fever instead. It'll give you the perfect excuse to show off some chest hair—and pick up one of fall's perfectly executed retro leather jackets.

Saturday Night Fever

Forget John Travolta's white leisure suit and embrace the actor's off-duty style in Saturday Night Fever instead. It'll give you the perfect excuse to show off some chest hair—and pick up one of fall's perfectly executed retro leather jackets.

  • RRL Morrow Leather Jacket, $1,800, available at mrporter.com Miansai Saints Necklace, $1,250, available at miansai.com Zara Poplin Shirt, $40, available at zara.com

Get the Look

RRL Morrow Leather Jacket, $1,800, available at mrporter.com

Miansai Saints Necklace, $1,250, available at miansai.com

Zara Poplin Shirt, $40, available at zara.com

  • The real key to nailing this look is getting the facial hair down au naturel. Either way, you get to pick up one of the trendiest prep items of the past few years, the varsity jacket.

Teen Wolf

The real key to nailing this look is getting the facial hair down au naturel. Either way, you get to pick up one of the trendiest prep items of the past few years, the varsity jacket.

  • Alexander McQueen Varsity Jacket, $2323, available at matchesfashion.com Hairy Hands, $15, available at halloweencostumes.com

Get the Look

Alexander McQueen Varsity Jacket, $2323, available at matchesfashion.com

Hairy Hands, $15, available at halloweencostumes.com

  • From Cary Grant to Don Draper to Tony Leung Chiu-Wai in In the Mood for Love, the gray wool suit is as iconic on screen as it is in real life. Pick the guy you most resemble, and just add Brylcreem: "a dab'll do ya," as the old tag line goes, but we suspect some of these guys might've done with a couple.

And...Every Guy in a Gray Suit, Ever

From Cary Grant to Don Draper to Tony Leung Chiu-Wai in In the Mood for Love, the gray wool suit is as iconic on screen as it is in real life. Pick the guy you most resemble, and just add Brylcreem: "a dab'll do ya," as the old tag line goes, but we suspect some of these guys might've done with a couple.

  • Reiss Delliston Blazer, $495, available at reiss.com Reiss Delliston Trousers, $220, available at reiss.com

Get the Look

Reiss Delliston Blazer, $495, available at reiss.com

Reiss Delliston Trousers, $220, available at reiss.com



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