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Don't go cross-eyed trying to mix your menswear patterns. Here's a simplified cheat sheet on some common and foolproof pairings.
An embroidered club, repp stripe or plaid tie that echoes or accents the color of the main check. Pair it with a solid jacket or one with a subtle texture like wool or tweed.
Shirt: 1901
Tie: Ralph Lauren
Jacket: Jack Spade
A diagonally-striped or patterned tie in a contrasting scale. Finer striped shirts also pair with textured solid ties as well. Top them off with a complementing striped jacket or one with a subtle plaid pattern.
Shirt: Jack Spade
Tie: J.Crew
Jacket: Club Monaco
Contrast the all-over pattern with a solid jacket or sweater. If you want to wear a tie, go with a tonal style in the same color family but with a different (usually smaller) scale.
Shirt: Gant by Michael Bastian
Tie: Hill-Side
Sweater: Rag & Bone
A plain shirt and a textured or knit tie. The bolder the jacket's plaid, the simpler the shirt. Then compliment the visual texture of the check with a tactile texture like a wool or silk knit tie.
Jacket: Steven Alan
Shirt: J.Crew
Tie: The Knottery
A fine-striped shirt and a pin-dot or subtly-patterned tie. Or go with a checked shirt (the checks should be similar in scale to the jacket's stripes) and a dark, solid tie.
Jacket: Gant Rugger
Shirt: Suitsupply
Tie: Bonobos
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