Warehouse Tapered Pants. $57 at ASOS. CALVIN KLEIN Uzzle Sneaker. Now 50% Off.. Urban Outfitters T-Shirt Dress. $39 at Urban Outfitters. EIGHT by GJENMI JEWELRY Necklace. $35 at Revolve.. Mackintosh Bloomsbury Pink & White Cotton Shirt. Polo Ralph Lauren Striped Silk Club Tie. Suitsupply Mid Grey Belted Milano Pants. Velasca Cadregatt. A pink striped button-down is a classic preppy shirt that looks great paired with grey flannel pants to bring a touch of Ivy League sophistication to your work attire.

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Stick to these and you'll pull it off every time. 1. Consider A Jacket. The first tip to successfully wearing a T-shirt with dress pants is to consider wearing a jacket over the top of your T-shirt. There are many different styles of jackets and it's important to know which ones are appropriate for this outfit.. 4. Examples of Color Combinations to Avoid. Here are some shirt and pants color combinations you should avoid: -Don't wear green pants with a red shirt. -Avoid wearing blue and yellow together (these are complementary colors). -Wear black shoes, socks, a belt, dress pants or a skirt if you're going to wear an all-white top.