5 Un-Frumpy Long Shorts for Summer

Tuesday, July 15, 2014 • Permalink • 

Once upon a time I was really into short shorts. It was the late ‘90s and I was in my early 20s. I assume there is no need to explain. Times, they change.

Now that I live in the San Francisco area there aren’t many days that are warm enough to even make a person think about wearing shorts. But, on those rare days, I reach for my personal holy grail of nearly knee-length slouchy Theory shorts. They are amazing because they are long enough to cover the bits that you want covered, but without making you look like you have the style of a suburban schoolmarm.

So, with that amazing pair of shorts in mind, I set out to find five more pair that similarly manage to cover well without sacrificing style. I think I did quite well.

These softly pleated viscose shorts remind me most of my own beloved shorts. They look great with heels and a dressier shirt, as styled here. But, they’d also look amazing with a vintage fit white tee and flat sandals.

COS Pleated Shorts


→ Buy the COS Pleated Shorts, $99.00, at cosstores.com.


Navy is a great option when you want a look that is more casual than black shorts, but you aren’t quite ready to head off into denim land.

Rebecca Minkoff Nathan Crepe Bermuda Shorts


→ Buy the Rebecca Minkoff Nathan Crepe Bermuda Shorts, $198.00, at nordstrom.com; shipping and returns are free.


If you are comfortable with a shorter, but not age-inappropriate, short, this pair from Massimo Dutti are gorgeous. I love the goldtone metallic fastener. So chic.

Massimo Dutti Black Twill Bermudas


→ Buy the Massimo Dutti Black Twill Bermudas, $110.00, at massimodutti.com.


The long, sleek lines created by these wide-leg shorts produce a look that is similar to a simple skirt. If your work environment is more casual or creative, try these shorts with a smart blazer and heels for a summer day at the office.

Creatures of the Wind Wide Leg Wool Shorts


→ Buy the Creatures of the Wind Wide Leg Wool Shorts, $180.00 (was $600.00), at saks.com; shipping is free.


Ahh, how I love Alexander Wang. Who else could make a pair of simple black shorts look so polished? They’re stunning. And on sale.

Alexander Wang Tailored Shorts


→ Buy the Alexander Wang Tailored Shorts, $142.50 (was $475.00), at saks.com; shipping is free.