5.A Minimalist black leather watch from Fossil, which is a simple yet classy way to instantly upgrade your look, whether you're wearing it to the gym or your best friend's wedding.
6.A slim long sleeve Henley shirt from Express, which honestly looks good on every single person, so you can't go wrong here.
7.A pair of leather Deter-Min-Ed Oxfords from Kenneth Cole, because every guy should have an expensive-looking (yet affordable) dress-up shoe for fancy occasions.
8.Some black classic fit trunks from Calvin Klein, which help showcase ~the goods~ and don't sacrifice comfortability for style.
9.A pair of fitted street joggers from Rhone, which are water-resistant, super comfortable, and extra stylish.
10.A classic jean jacket from Madewell, which is perfect for layering and "looks better and better the more you wear it."
11.A pair of Inverno Gloves and a beanie from Tracksmith, which are guaranteed to keep your hands and head warm, whether you're running outside or just waiting for public transportation.
12.Some 511 slim-fit stretch jeans from Levi's, which comfortably show your body's shape and let the world know that your mom doesn't buy your clothes anymore.
13.A pair of Chelsea Boots from Nordstrom Rack, which will dress up any pair of jeans you wear, keep your feet comfortable, and last forever.
14.A denim shirt from Scotch & Soda, which will immediately upgrade your style game, no matter what kind of pants you're wearing.
15.An Italian Merino wool shawl-collar sweater from Banana Republic, which is warm, stylish, and will soon be the most-complimented piece of clothing you've ever worn.
17.And a Novel duffle from Herschel, which will help you carry all of your new clothes and easily become your favorite accessory, whether you use it for the gym, travel, or both.
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