When it comes to warm-weather dressing, you can’t beat a solid pair of shorts. What should you look for when selecting your next pair of shorts? Start by addressing your needs.

If you’re doing something casual like going to a picnic or spending the day at the beach or music festival, a pair of cotton shorts or even cutoffs may be your best bet, as they’re stylish and easy to wash, should you need to. J.Crew and Madewell produce cotton shorts in an array of colorways, and The Gap and Urban Outfitters have a huge array of stylish cutoff shorts—some even with boho-looking fringe details—to choose from. Cutoffs look best when paired with strappy sandals or of-the-moment sneakers like Converse.

For something more party-ready, try buying a pair of leather shorts. You can wear them with long-sleeve blouses for cocktail hours and evenings out, and you also have the option of toning down the vibrato of leather by throwing on a structured menswear-inspired blazer. Leather shorts in particular look great over opaque tights, too, so if the temperatures start to dip and you don’t want to bare your legs, you can style your leather shorts over dark stockings.
  • Hipster Pale Blue Gingham Shorts Gloria Vanderbilt W 30 31 cut-off shorts Roll up, High Rise Sun Bleached Blue Jean Shorts
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    Hipster Pale Blue Gingham Shorts Gloria Vanderbilt W 30 31 cut-off shorts Roll up, High Rise Sun Bleached Blue Jean Shorts
    Gingham shorts, vintage classic. Early 90s vintage, nicely broken in with no flaws. Gloria Vanderbilt brand shorts. 5 pocket, Easy Fit. Mid rise waistline. Classic GINGHAM in a summery sun-bleached shade of faded blue. This is a woven gingham and not a printed one like you might see on a cheapie pair. Zippered fly. Clean and free of flaws. 100% cotton; light to medium weight denim like fabric. Marked as a size 8. check measurements to assure best fit: Actual measurementswaist: 30" to 31" (76.2-78.7cm), I give a small range on the waist measurement to allow a comfy, somewhat relaxed fit to a more true, full measurement. -hips: 39" (99cm) -front rise: 11.25" (28.6cm) -5.25" metal zipper fly; Gloria Vanderbilt logo metal button at waist. -back rise: 13.25" (33.6cm) -thigh (measured about 3" down from crotch: 11.5" across or 23" around (58.4cm) -inseam when unrolled fully: 5.25" (13.3cm); as shown rolled to: 3" (7.7cm) -leg opening when unrolled fully: 11" across or 22" around (55.9cm) -leg opening when rolled to a 3" inseam is about 22.25" around (56.5cm) fabric edge is basically unfinished (cut-off) if left unrolled. There is a matching thread color stitch about 1/2" from edge to prevent excessive fraying. Other shorts and short skirts in my shop:
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