Versatility.

As much as I am always drawn to dresses with a little bit of structure, whether it be in the way that it fits, or even just in the material it’s made out of, I have to admit that there is something great about a flimsy, soft summer dress. I have a feeling I will wear this one over and over again this season. It’s perfect to throw on over a swimsuit, to wear with casual sandals, or to dress up a little with wedges, like I did here.

Do you have any dresses that you have been repetitively styling the same way? Try to think of ways to re-create them simply by changing up your accessories. It’ll open up so many new opportunities in your wardrobe!

This post features a guest photographer! My good friend, Mae, and I were on our way to an event and took these pictures quickly before we left. You can check out her photography blog here!

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Outfit Breakdown:
Dress: c/o Gentle Fawn (Same. Save. Spend. Splurge.)
Necklace: H&M (Save. Spend. Splurge.)
Belt: Thrifted (Save. Spend. Splurge.)
Wedges: Banana Republic (Save. Spend. Splurge.)

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Statement.

Sometimes a single piece can completely carry an outfit. In this case, this black and cream striped skirt from Tailor and Stylist was all I needed to make a statement. I went really simple with the styling and matched it with a black tank and black flats. Simple as that!

If you’re new to reading Sidewalk Ready, you may have missed the post where I shared the simple way that I added some special details to these plain flats. I started with a pair of black loafers and just added small gold bows that I discovered at JoAnn Fabrics. They are classic, comfortable, and a little special – just how ladies shoes ought to be. I searched for similar pairs in case you are interested in taking on this easy project. You can find a couple options here and here.

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Outfit Breakdown:
Top: Gap
Skirt: c/o Tailor and Stylist (Same.)
Shoes: jc penney and DIYed (Save. Spend. Splurge.)
Clutch: c/o Oliva + Joy (Same. Save. Spend. Splurge.)
Necklace: c/o Bella Lina Designs (Similar.)

Hair:
Blow dried and added volume with Big Sexy Powder Play.

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Flowing florals.

Something about this dress makes me feel like a child again. It’s perfectly swingy and I really can’t resist the desire to spin around at least once while wearing it. The boho feeling paired perfectly with this crocheted vest that I snatched up at an antique fair last year for a whopping $4.

I’ve never been a huge vest person, but I’m starting to see the benefits of owning one or two, just for adding interest to an otherwise simple outfit. In conclusion, I’m going to start keeping my eye out for vests that don’t totally scream 1991. No offense, Kelly Kapowski, no offense.

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Outfit Breakdown:
Vest: Thrifted (Similar.)
Dress: Free People c/o Shopbop (Same.)
Watch: Skagen (Save. Spend. Splurge.)
Boots: Gap Outlet (Save. Spend. Splurge.)

Hair:
Tutorial here.

Don’t forget to enter to win a dress of your choice from Dear Prudence! The giveaway ends this week.

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