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Let Style Girlfriend Pick Your Valentine’s Day Date Outfit

Your go-to outfit, picked by an expert.

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Some observe it and some pretend it doesn’t exist, but the truth is this: Valentine’s Day is coming (need a last-minute gift?). And if you’re observing it (willingly or not), step up your game. Heading to the bar after work? Dress it down. Heading to a nice dinner after a day at home? Dress it up. We invited expert Megan Collins of Style Girlfriend to pick one foolproof Valentine’s Day outfit for you, and the gear you need to dress it up or dress it down. Start with dark rinse, slim-fit denim, a patterned shirt and a brown leather belt. Dress it up by leaving the parka home and donning a camel wool topcoat, a gray textured blazer, patterned pocket square and brown leather brogue boots. Dress it down with a shearling-lined bomber, white leather sneakers and patterned socks. Watch the video for Megan’s style tips, take inventory of your own closet, and head to the picks below for the items you don’t have.

Where to Start

A Blank Canvas


Dark Brown Leather Belt by Ralph Lauren $65
Slim-Fit Printed Cotton-Poplin Shirt by Richard James $123
Grim Tim Slim-Fit Stretch-Denim Jeans by Nudie Jeans $335

Dress It Up

It’s All in the Details


Bryan Leather Brogue Boots by George Cleverley $700
Slim-Fit Double-Breasted Virgin Wool Coat by Kent & Curwen $1,655
Grey Slim-Fit Unstructured Textured Cotton-Blend Blazer by Etro $1,670
Printed Silk-Twill Pocket Square by Turnbull & Asser $105

Dress It Down

From the Office to the Bar


Patterned Knit Socks by Anonymous ism $30
Cordovan Leather Sneakers by Feit $600
Rowan Shearling-Lined Suede Bomber by NN07 $2,400

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