How To Wear A Suit To A Halloween Party

Halloween or not, a gentleman never wears a Spiderman unitard with styrofoam muscles. Choosing a costume at the last minute doesn’t have to mean being stuck with something cheap and ugly. Especially when you have so many impeccable suits in your own closet.

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Clark Kent

The caped version of Superman usually gets all the love but we’re fans of his bespeckled alter-ego Clark Kent. Keep party goers anticipating a quick change by leaving your tie loose and a few buttons undone.



Add Ons: Glasses, reporter note-pad.



Hugo Boss slim-fit Italian stretch dress shirt, $145

Don Draper

Don’t limit yourself, you can embody any character from the Mad Men universe since they all wear immaculate suits. As Don Draper, you can expect to have a continuously refreshed Old Fashioned all night long.



Add Ons: Hair pomade, e-cigarettes.



Z Zegna slim silk tie, $120

GomezAddams

Gomez Addams

This costume is for a more eclectic man who won’t shy away from a blood red hue. The Addams family patriarch was never known for his subtlety. Amp up the charm towards anyone by speaking French.



Add Ons: A thin moustache, cigar.



Ben Sherman velvet camden fit blazer, $350

James Bond

No matter which incarnation we’re talking about, no one cuts a suit quite like James Bond. Walk around the party with a smirk on your face and a drink in your hand. Just try not to refer to anyone as Pussy Galore.



Add Ons: Martini (shaken, not stirred), gold-painted woman.



Tiger of Sweden Bonavita silk bow tie, $90

Men In Black

You have your pick between Will Smith, Tommy Lee Jones and Josh Brolin. Luckily for you, the outfit stays the same. Respond to any questions about your costume with ‘I make this look good.’



Add Ons: ‘Memory loss’ pen, identically-dressed sidekick.



Ray Ban Wayfarer folding classic, $195

Mr. Blonde

While all the guys from Resovoir Dogs are worthy, there’s something extra cool about Mr. Blonde and his psychopathic tendencies. We’re warning you now: don’t get carried away in playing this part.



Add Ons:Severed ear (fake, hopefully), ‘Stuck in the Middle With You’ playing on loop.



Armani classic suit in stretch wool, $1,395

Don’t worry, we won’t let you look like a Halloween cynic. Here’s a list of costume ideas that will not only keep you in a dapper suit but will also make sure you’re the best looking person in every photo.

Style

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A cover film in verse. John Leguizamo lends his voice to an adaptation of Rudyard Kipling’s “If—,” a poem about keeping steady when the world doubts you. Read the full story in the November Issue of SHARP, link in bio.

Director: @instamaxmonty
Director of Photography: @shootchevytyler 
Editor & Sound Design: @leilalorenz.la 
Colorists: Ash Medina & Chevy Tyler 
Styling: @chaiseyboy (@thewallgroup)
Grooming: @stylebookings (@honeyartists)
Stylist Assistant: Aleah Paul
Photo Assistant: @gracienewmannn 
Gaffer: Michael Roseman
Production: @hyperion.la
Direction of Production: Simon Sierra
Producer: Spencer Kelly
Production Manager: Leah Oliveria 
PR: Jessica Mallari 
Location: Sean Famoso 
Location Designer: The Curator by Thayná Alves and Taryn Echeverry 
Managing Editor: @marcastaldo
Art Director: @donna.militar
Fashion Director: @bananahales 
Entertainment Editor: @elyciarubin

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No settling for good enough. @audicanada unveiled the all-new Audi Q9 at a private estate on the Niagara Escarpment, with 429 horsepower, quattro all-wheel drive, and six individual seats. The evening also featured a conversation with TIME Canada and a tasting menu by Chef Jeremy Austin at The Pine.

🎥 Junas Arnaiz

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Before The Odyssey, there was a kid from Queens who found his voice on stage.
 
@johnleguizamo covers SHARP November 2026—The Gentleman’s Issue. On newsstands October 19.
 
Full look @loropiana; glasses @oliverpeoples 
Photography: @instamaxmonty 
Styling: @chaiseyboy (@thewallgroup)
Grooming: @stylebookings (@honeyartists)
Stylist Assistant: Aleah Paul
Photo Assistant: @gracienewmannn 
Gaffer: Michael Roseman
Production: @hyperion.la
Managing Editor: @marcastaldo
Art Director: @donna.militar
Fashion Director: @bananahales 
Social Media Manager: @roxrubytam 
Entertainment Editor: @elyciarubin
 
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