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How I Wore It: Overalls

Oona wanted an outfit picture so Oona is going to get an outfit picture!

Two weeks ago, I had a moment. It was a moment where I was stopped dead in my tracks and thought, “Oh, I want that!” I can only describe it as a Cher Horowitz type of moment – while coming to the realization that she likes her half-brother Josh (does anyone else think that’s freaky?), she sees a dress in a store’s front window and thinks, “Oh, I wonder if they have that in my size?” I wasn’t on some shi-shi California street when this thought came about, I wasn’t even wearing my prettiest garb. I was on the elliptical, sweating, and wearing my workout clothes when the girl running on the treadmill in front of me was flipping through a magazine and had stopped on a page that had images of overalls. Seeing it, I jumped off the elliptical, right then and there, and went on a hunt for my own pair.

And I found my own pair – a white pair of overalls from Anthropologie. I was so in love with the look that I bought another pair since that post, a denim pair, and this is what I’m showing you today. The tee and statement next that I bought to go with the white overalls also goes with the denim overalls. It’s very J. Crew. Very high-low. I wear it to work and I wear it on a lazy Sunday. It’s my go to outfit as I shift my wardrobe from summer to fall.


  1. Reply

    Ruffles Gazebo

    ah the look gorgeous on you! very cute but very chic at the same time! I have a shorts pair, but your making me think i want some long ones two! they look great with heels….hmmmm!

  2. Reply

    sewing princess

    you look great! love the photo! where did you get those lovely shoes?

    • Reply


      The shoes are Jeffrey Campbell. Super comfortable! I bought them last year at Urban and the cost was well worth it!

  3. Reply


    Love this outfit. So cool.

  4. Reply


    Oh, this brings back memeories… I bought my first overall in the 6th grade, they were super wide, but that was the trend back then. And then my Dad brought a pair from his first trip to USA. It was a big deal, and though overalls were not the trend anymore, I still wore them, because they were from the US. I’m not sure if I’m quite ready for overalls to be back, but you got me thinking.

  5. Reply


    Adorable. The necklace kills!

  6. Reply


    super cute, i LOVE the red shoes with them.

  7. Reply

    Good Exposure

    YES! I’ve been looking for a good way to wear overalls for sometime now.

  8. Reply

    tianna @ suffocated bliss

    I’ve honestly wanted to try the whole overall things for a while now. I’ve been apprehensive because I don’t want to look like clone of myself from 2nd grade. – This is great inspiration though.

    – tianna 🙂

    • Reply


      It can be done! Overalls can be worn in a chic way!

  9. Reply


    Those overalls look great on you! I love them paired with those bright red heels!

  10. Reply


    omg- I lived in overalls in the 70’s. we had to distress them ourselves and I had cool – now “retro” flowers that I embroidered all around the holes. Bring these back!

  11. Reply

    Amanda Russell

    Only you could make overalls look so chic! I remember when they were “cool” back in the 90’s – but they were baggier then, and I like them much better with your cute red shoes 😉

  12. Reply

    christine haynes

    super cute!!! absolutely high/low and done well 🙂

  13. Reply


    Great way to pull off overalls. Those shoes are fab!

  14. Reply

    Miss Crayola Creepy

    You pull off the look so well!

  15. Reply


    Those shoes are awesome! Which Jeffrey Campbell shoes are those?

    • Reply


      They’re from last season (summer I think?). I bought them at Urban and they are super comfy and have lasted me many days and nights!

  16. Reply


    I really love overalls, and you wear it brilliantly! The shoes add a bit of glamor!

  17. Reply

    Meg the Grand

    OMG. You 100% rock this look!! I love it so very very much. Bravo on making everyone reading want overalls for sure, especially with some fabulous red shoes 🙂

    • Reply


      It’s a hard look to pull off and it took lots of thought but I agree, I think I did it!

  18. Reply


    those look so cute! i really want to wear overalls, but probably couldn’t pull them off like you do 🙂 xo!

  19. Reply


    well well WELL, missy, i did indeed want to see this… and it’s confirmed, i’m just as jealous as i suspected i might be. frothing at the mouth is on the forecast for the white reveal.

    wait till you see the rainbow colored jumper i made in an effort to appease my lust. the horror…

    • Reply


      a rainbow colored jumpsuit? Now this I must see!

      • Reply

        christine haynes

        OMG. me too!!!!!

  20. Reply

    Marisa Noelle

    Never in a million years could I look half as good in a pair of overalls (I absolutely love them though)- but geez Madalynne, you look like a million bucks here! The little red shoes and necklace are such a perfect finish. I’m like a kid in the candy at that Anthropologie on Walnut in Philly 🙂

  21. Reply


    I am supremely jealous of your overall-wearing abilities – you look amazing!

  22. Reply


    Haha, you’re totally pulling these off! I wouldn’t wear overalls myself– too many memories of being picked up and lifted off the ground by my overalls by boys when I was a youngun– but you totally made ’em work! Good on ya!

  23. Reply

    Jackie Saffert

    Woah. Never have I ever seen someone actually pull off overalls. But you did, with flying colors, and I am very impressed. Also, your room is just ridiculously adorable and cozy and I love it!

  24. Reply

    Bekuh Browning

    You are beyond adorable. I love this outfit so much and your room looks magical. I’m so glad I’ve found your blog now.

  25. Reply

    Lori Trimble

    you left the sweetest comment on my guest post at HLL. thank you! can’t wait to start following your blog. love the ovies and you’re super adorbs 🙂

  26. Reply


    Gosh, you pull off overalls better than I pull off a fancy cocktail dress. You are so beautiful!!!!

  27. Reply


    Maddie! this is one of my favorite outfits of yours thus far. LOVE it.

  28. Reply


    These are the coolest and perfect with the shoes!

  29. Reply

    Brittany Rouille

    1. I LOVE that moment in Clueless

    2. Now you just made me want to go hunt for a white pair of overalls to give my denim ones a friend

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