How to Dress Up in Shorts

Today I’ll be talking about ways you can dress up a pair of shorts to take them from casual to, well, more-than-casual. I’d definitely dress up shorts to wear on a summer date night or out to dinner with friends.

 

Here are my tips for elevating your shorts:

  1. Wear them with a pretty print shirt (I’m talking SHIRT shirt here, not a knit shirt or tee). Prints that are eye-catching, but a little less “busy” are great for an elegant look.
  2. White shorts or black shorts almost always look more dressy than tan or khaki chino shorts, and definitely more dressy than denim shorts.
  3. Statement jewelry can make even the most basic, boring tee look like you dressed up.
  4. Wearing heeled sandals or wedges elevates your look literally and figuratively.
  5. Scarves can also bring up the dressiness-factor of a shorts and tee or tank outfit.

 

Here are a couple of examples featuring the same plain white chino shorts and metallic wedge sandals. Shopping links are below each.

Shop This Look:

  • Top — Stitch Fix (41Hawthorn Breyson Pleated Detail Blouse), $58; similar, similar
  • Shorts — J.Crew, $45, I got them on sale for $19.99
  • Sandals — Born Lisi Metallic Wedges, Amazon, $97
  • Bracelets — Baublebar, $35 (sold out); similar, similar
  • Earrings — Kate Spade, via Rocksbox [promo code EVERYDAYJENXOXO will get you 1 month free!]; $48 at Amazon

 

Shop This Look:

  • Top — Nordstrom, $22
  • Shorts — J.Crew, $45, I got them on sale for $19.99
  • Sandals — Born Lisi Metallic Wedges, Amazon, $97
  • Necklace — Perry Street, via Rocksbox [promo code EVERYDAYJENXOXO will get you 1 month free!]; $48 at Amazon
  • Bag — DSW ($49, sold out), similarsimilar

 

I wouldn’t wear these shorts into the office (or classroom!) because they’re just not quite long enough. You can wear some shorts to offices nowadays, but office-worthy shorts should be longer, like just above the knee, and should be in a dressier material, not chino. Of course it all depends on the office, so I’m just speaking generally. What are some ways you dress up your shorts?

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