My Summer Wedges

I am primarily a wearer of flats. They’re comfortable, chic, and perfect for my lifestyle. This is not to say, however, that I don’t appreciate a nice pair of heels. I just usually save those for evenings out because, for whatever reason, I equate casual, daytime clothing worn with high-heeled shoes to be a bit Britney Spears-esque.

You know what I mean? Am I the only one? Logically, I know that lots of stylish women wear wedges and/or heels with their daytime running-around-town-possibly-with-the-kids ensembles (like this and this and this), but I just feel so weird. Like I’m trying too hard or something. Or channeling my inner Orange County housewife. (Because you ALWAYS wear heels with your bikinis in the OC, duh!) Soooo….yeah, I guess I have a bit of a silly mental block that needs to be worked out.

I have spent entire summers looking for the perfect, non-fussy, go-with-everything summer wedge that I feel comfortable enough wearing nights AND days, and never have I found The Pair. Until now!

Love these wedges from Madewell. Perfectly neutral color, buttery leather straps, unassuming wooden heel, and absolutely no foo-foo fancy details. I adore them, but most importantly, I’ve already worn them during the day without feeling like I should start singing “Toxic” while walking down the street. Success!

  1. Colleen

    June 22, 2011 at 11:48 am

    I like those. Interestingly, wedges are about the only heels I can wear and not feel exactly as you said “trying too hard”. Oh, maybe boots would be another exception–worn under pants.

  2. Molly

    June 22, 2011 at 2:57 pm

    Seriously…too, too funny. You make my cheeks hurt.


  3. Sarah

    June 22, 2011 at 5:43 pm

    I got over my “ohmygodIlooklikearetiredstripper” reaction to wedges with shorts by wearing Tom’s wedges. They’re kind of lowish, classic. Red ones look cute with khaki shorts and a navy-and-white striped long sleeved, boat-necked top.

  4. Tara

    June 23, 2011 at 10:04 pm

    Just ordered these online. I’m a total copycat, but I couldn’t resist. Hope they fit!

  5. Jo

    June 24, 2011 at 1:55 pm

    I think that you have to wear the right style heel with an outfit that complements both the shoe and one’s figure. If you choose to wear heels, make sure they are simply and elegantly designed (though this does not have to mean expensive–I buy most of mine at DSW and lulus.com), and buy shoes that are more often than not black, brown, or neutral. This does not, by any means, imply that your shoes will be boring. You can have amazing and intriguing and beautiful shoes–as long as you know what to look for.

    Pair your heels and wedges with clothes that are classic (not trendy) and very simple. This, too, doesn’t mean boring. It just means elegant. I think the problem with the photos of Brit above is that her shoes and clothes are too “busy” and not necessarily flattering.

    Are you familiar with the Sartorialist blog? An inspiring place, if you want to see how to go through your day in heels (among other things). You will see many examples of fantastic shoes and how to wear them without feeling OC.


    Although Sarah’s new heels would be too low for me, I do think she is completely on the right track in terms of wearing a shoe that is lovely, interesting, and classic.

  6. Sarah

    June 30, 2011 at 8:48 am

    sadly, my aversion to wedges is that I feel like I look like Miss Piggy.
    and not in the kickass way that she does.