Wardrobe Essentials: Pointy-Toe Flats

pointy toe flats

What’s your everyday look? Although I attempt to keep things fresh (but seriously, when will I realize that day dresses are a personal pipe dream?), I do have a mainstay ensemble combination that gets me through most days.

Blazer + Silk(y) Blouse + Denim + Flats = Happy, Stylish, and Comfortable

This is my personal style equation, and I’m a huge fan because you can really change up the vibe with different items from your closet.

Today, let’s talk about flats. Specifically, pointy-toe flats. (Is it “pointed” or “pointy?” A Google search sways me towards “pointed,” but I’ve always said “pointy.” Important issues, folks.) As you can see from my collection above, I have a thing for pointy-toe shoes. In the same way nude heels elongate the leg, pointy-toe shoes are a great way to add a little length to your overall silhouette. It’s like a mohawk for your feet, for reals.

The best thing about the current pointy trend is that the shape isn’t overly dramatic. Must I remind you of the the point from about 7-8 years ago? For crying out loud, people. How did I walk around without repeatedly tripping and face-planting? Glad we’re dealing with a much subtler shape this time around. Also, I am loving the d’Orsay style, as you can see in my roundup of favorites below.


pointy toe flats

1. Ankle Straps with Gold Detail, $60

2. Lucie Fabric Slingbacks, $248

3. Shiny Leather Slip-On, $60

4. Matt Bernson Mercer, $176

5. Beatrice Ankle Strap Skimmer, $128

6. Leather d’Orsay Flat, $108

7. Navy Suede Flat, $24

8. Frankie d’Orsay Flat, $195

9. Dolce Vita Alpha Flat, $139

10. Camouflage Fabric Flats, $40


  1. Stacey

    March 10, 2014 at 8:25 am

    It’s definitely pointy;) I can’t live without my pointy toe flats either. My go-tos are Miu Miu and Elizabeth and James, but I love the Zara and Matt Bernson ones you posted!

  2. Lisa

    March 10, 2014 at 8:54 am

    Ok seriously I love ALL of these!! As a girl who cannot wear any kind of high heel anymore (moment of silence please) I’m always looking for flats! Pointy toe or square. Pointy is my fave tho! Gotta go shopping now! ????

  3. Tanya

    March 10, 2014 at 12:26 pm

    I love all of these. Wouldn’t you know my favorites are the most expensive of the bunch…slingbacks are my favorite shoe style EVER!

  4. cara

    March 10, 2014 at 3:30 pm

    i love pointy-toe flats!!! but you didn’t list where your collection came from! i want the ones between 3 and 5:00, the cognac color with the little leather ties on the toes! where did you get those???

    • whoorl

      March 10, 2014 at 4:13 pm

      Those are from Madewell, but I don’t think they are available anymore. :(

  5. Rita

    March 10, 2014 at 7:11 pm

    I laughed out loud at the “mohawk for your feet” thing.
    Also? It’s TOTALLY POINTY TOE SHOES. PointED, who ever heard of such a thing? (Or maybe it’s an Okie thing?)

  6. Adrienne

    March 11, 2014 at 2:23 pm

    #7 is on sale for $12 right now!! Thank you, Sarah. :)

    • whoorl

      March 12, 2014 at 7:14 am


  7. Kayla Seah

    March 11, 2014 at 4:26 pm

    Love #8! And the leopard ones in the top graphic. Steve Madden?

  8. Carrie

    March 11, 2014 at 9:18 pm

    Just one question – call me stupid – but I have a bit of a problem with sweaty feet. Do you just wear no sock/liners? Or do you wear those liners? I have a hard time with those because they always show or they don’t stay on. Help!

    • whoorl

      March 12, 2014 at 7:13 am

      Yes, I wear no socks or liners.