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Spears and Timberlake, who dated from 1999 to 2002, turned quite a few heads when they stepped on the red carpet in matching looks, with the *NSYNC star, now 42, rocking a Canadian tuxedo (and even a denim hat) while the Toxic singer, now 41, sported a strapless Kurt and Bart denim evening gown with a coordinating purse

Pamela $139 Black A-Line V-Neck Pleated Chiffon Dress 4.2 (196) +70 Click to save this to your favorites

Adding sneaker-like comfort without making a dress shoe look too much like a sneaker has been the biggest challenge for comfortable dress shoes in the past, and we think Cole Haan nailed it here

Even police officers give you respect when they see you in uniform

Im even happier that M was willing to spend the whole day in it the girl knows comfort for sure

Or you can try the hack we swear bytoss a couple of ice cubes in your dryer with your linen to create a quick, no-fuss steam session