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Here are 5 winning men's outfit ideas for the 150th Kentucky Derby If you are the type of guy who doesn't put much thought into what you wear to sporting events, you'll want to reconsider if you are headed to the Kentucky Derby

The gloves are tight and the thumb opening is too high up

Pair your dress with comfortable shoes, simple jewelry and a light layer if the ceremony is outdoors or in a cool venue

My favorite suitcase is a Quince expandable carry-on and for this trip an Away commuter backpack with a compartment for my laptop, purse and water bottle

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