Short shorts can be the base of sexy getup or the culprit of a fashion no-no. I think the key to pulling off the bare-legged look (other than the obvious—toned gams) is what you've got going on above the shorts. Translation: When showing a lotta leg, it’s probably wise to show less arm, chest, and midriff.

That’s why this oversized top—made right here in the city by Edith Hart—will soon find its way into my closet. With a bit of understated detail (scooped neckline, dolman sleeves), it's the ideal mate to my new lacy mini-shorts. Now, to work on these pasty-white legs…   

$60 at Edith Hart, 1917 N. Damen Ave., 773-252-3350