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Ami’s Style Challenge: Skirting The Issue For $300 Or Less

How to wear skirts

When I told The Frisky that I was going to try and fulfill their style needs and wants, Ami piped up immediately. “Skirts!” she said. “I don’t know how to wear them so I just wear dresses instead.” Apparently, years ago, Ami had a bad skirt-related incident, which left her unskirted for lyfe. An ex-boyfriend told her that she didn’t look good in them, so she gave up trying to find the right skirts for her. This is a shame. To help her get over her fear, I’ve found a few skirty looks that I think would work really well for her. They are all generally the same shape — Ami has super duper long legs and a short torso, so flared and longer skirts don’t work as well as tight, body-hugging skirts. Here are the basic outfit elements I’ve found:

Pixie Market Tropical Mini Skit, $29
Motel Printed Mini Skirt, $30.55
Akira Watercolor Scuba Mini Skirt, $26.90
Kelsi Dagger Anisa Low Heel Sandal, $66.50
Mink Pink Mischief Sleeveless Shirt, $37.20
Kenneth Cole Sleeveless Tuxedo Shirt in Ivory: $39.99
American Apparel Silky Loose Crop Tee, $38
Michael Antonio Davies Flat Sandal, $34.95

After the jump, three outfits I put together for Ami — all for around $300 total!

Style challenge work outfit

Motel Printed Mini Skirt, $30.55
Mink Pink Mischief Sleeveless Shirt, $37.20
Michael Antonio Davies Flat Sandal, $34.95

Summer Work Outfit: We have a pretty relaxed office environment (as if you couldn’t tell), so you don’t have to worry too much about dressing too Biz.com. Plus, our office temperature fluctuates between like, 50 degrees and 95. This batik-y printed skirt works well with black, blue and white. The cutouts on the shoulders of the Mink Pink shirt give it an extra-summery vibe. If you want to wear it in the winter, you can pair with black tights and booties, plus a cardigan or blazer.


Pixie Market Tropical Mini Skit, $29
Kenneth Cole Sleeveless Tuxedo Shirt in Ivory: $39.99
Kelsi Dagger Anisa Low Heel Sandal, $66.50

Casual Brunch Outfit: Ami doesn’t shy away from bright colors, but doesn’t tend to wear a ton of prints. This skirt pushes the envelope a bit, and offers a bright, summery look for casual weekend hangs. Pair it with a white tank and a low-heeled sandal.

date night outfit
Akira Watercolor Scuba Mini Skirt, $26.90
American Apparel Silky Loose Crop Tee, $38
Michael Antonio Davies Flat Sandal, $34.95

Date Night Outfit: Because Ami has a short torso, she can get away with wearing crop tops without looking totally tacky. Paired with a pastel-toned skirt (worn at the waist) and flat black sandals, and you have a look that’s chic, sexy and totally date-ready.

The total for all eight pieces? $303.08!

Want me to take on your style challenge? I am sooooo up for it! Really, I love shopping for other people. That’s weird, right? Shoot me an email at julie@thefrisky.com and tell me what you’re looking for!

Jessica: Nautical Style
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