The Best Weddings Outfits for Men: 18 Stylish Outfit Ideas That Make Deciphering Dress Codes a Cinch

Comme des Garçons Homme Deux tie ($100)

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Church’s “Toronto” cap-toe leather brogues ($625)

The Titan of Industry Option: 

Drake’s Prince of Wales check double-breasted jacket ($1,795)

Drake’s Prince of Wales check single pleat trouser ($775)

Kamakura Tokyo classic fit semi-spread shirt ($79)

The Tie Bar pointed tip knit tie ($25)

Dr. Martens 1461 patent leather derby shoes ($220)

The Semi-Formal Wedding

Ahhh, the dreaded semi-formal wedding. A headache of meaningless semantics, you say? Not so. For lovers of getting dressed, a whole world of opportunity exists in that ambiguity, and the happy couple’s careless phrasing represents the chance to add a little razzle-dazzle to your formal fits.

You could wear a sport coat and slacks like a good little boy, but where’s the fun in that? Instead, throw caution to the winds and come through in a crushed velvet blazer and Cuban-heeled boots. Provided you leave your regular old tux hanging in the closet—or pair it with a slinky button-up and a neckful of pearls, so everyone knows you’re wearing it because you want to—you’re bound to look cooler than pretty much everyone there, groom included. (Sorry, pal. Karma’s a bitch!)

Turnbull & Asser double-cuff cotton shirt

Brooks Brothers pencil stripe tie

Bonobos Italian stretch wool dress pants

Vinny’s “Townee” patent leather penny loafers

The Less-Stuffy Option:

Noah sack jacket ($1,198)

Noah flat front trousers ($548)

Naadam cashmere turtleneck ($125)

Solovair black grain 3 eye “Gibson” shoes ($199)

The Screw It, Let’s Ball Option: 

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Gucci peak-lapel cotton-blend velvet suit jacket ($3,600)

Tom Ford pintucked satin shirt ($1,665)

Sunflower tuxedo trousers ($245)

Saint Laurent ratched cowboy boots ($1,395)

The Cocktail Attire Wedding

For the sartorially adrift, cocktail attire typically involves some bizarro mishmash of ill-fitting suit separates. (Maybe even jeans!) But it shouldn’t. Dressing down isn’t the only way to dress expressively. Break out the statement-making double-breasted joint or that perfectly boxy blazer you can’t wear to work and no one will mistake you for a summer associate brown-nosing with the C-suiters at happy hour.

But veer too far into the realm of spotlight-stealing foppery and the joke’s on you, friend. If you’re wearing a jacquard two-piece yanked straight from the runway no need to pair it with the corresponding pussy-bow blouse; a pale blue dress shirt will suffice. Itching to wear a tie? Go for it. But make it count, and leave the pocket square at home. You’re on thin ice as is—best to let your sparkling personality charm any scandalized guests struggling to pronounce “”Gvasalia””.

John Smedley long sleeve polo sweater

Todd Snyder Italian corduroy pants

G.H. Bass & Co. “Larson” weejuns penny loafers

The “I’m Wearing This Because I Want To” Option:

Stüssy sport coat ($200)

COS pointed collar shirt ($99)

Dries Van Noten Len Lye edition silk tie ($88)

Stòffa pleated wool-flannel trousers ($450)

Marsell “Gomme Pantofola” loafers ($600)

The Bust-A-Move Option: 

Awake NY double breasted suit ($680)

J.Crew sueded cotton mockneck shirt ($65)

Clarks Wallabees shoes ($150)

The Casual Wedding

On first impression, the casual wedding—with its breezy promises of laid-back revelry and suit-free attendees as far as the eye can see—seems like a pretty good time. (The “”cool mom””, if you will, of wedding dress codes.) But the endless choices can be paralyzing. Can you really wear…anything? Yes. Should you? No. What you need is an outfit that won’t come across as comically formal but will still look suitable for your hosts’ big day. A polo shirt and flip flops are a bad idea—anywhere, actually—but a pinstriped three-piece and cap toes ain’t it either.

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