Popsugar Fashion Fashion Shopping Best Comfortable Dresses | 2020 The 47 Most Comfortable Dresses of 2020 Are So Great, You'll Trash All Your Leggings 30 April 2020 by Macy Cate Williams View On One Page Photo 3 of 47 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 3 Madewell Tomboy Pocket Tee Dress We adore this cute Madewell Tomboy Pocket Tee Dress ($45, originally $63). Madewell Tomboy Pocket Tee Dress $45 from madewell.com Buy Now Previous Next Start Slideshow ShoppingFashion ShoppingSpring FashionDresses