Shorts are always one of the trickiest things to buy. You never know how they’re going to fit on your thighs, or your waist or your butt. It’s basically one big gamble.

But over the years, I’ve tried on hundreds of brands and I’ve learned a thing or two about finding shorts that you’re comfortable with, and don’t look like you’re trying too hard. For one, always buy a size upyou can get them taken in the waist but you don’t want them to be super short or super tight. And second, try out different lengths! From longer bermuda styles, high waisted to accentuate the butt, and to wide-leg, there’s more to shorts then just the usual denim.

Scroll ahead for 13 of our favorite leg-baring shorts under $1000.


DEREK LAM 10 CROSBY

Woman Cotton-blend Twill Shorts Light Denim Size 00

325$ $130



HALSTON HERITAGE

Woman Short And Mini Army Green Size 0

195$ $98



INNIKA CHOO

Embroidered Gingham Cotton Shorts - Orange

$165



MSGM

Ruffled Striped Cotton-blend Shorts - Pink

$280



VANESSA BRUNO

Iparine Striped Cotton Shorts - Blue

$290



GOEN.J

Woman Two-tone Corded Lace Shorts Sky Blue Size M

606$ $268



SIMON MILLER

Nyssa Denim Shorts - Dark denim

$300



MIRA MIKATI

Sequined Tulle Shorts - Metallic

$430



PRADA

Silk-twill Shorts - Pastel pink

$840



ZIMMERMANN

Melody Crochet-trimmed Floral-print Cotton-blend Shorts - Beige

$375



MANGO

Floral print shorts

$59.99



TOPSHOP

Stitchy Shorts - Ivory

$45



TOPSHOP

Utility Shorts - Camel

$60


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