Comfortable Flip-Flops That Actually Look Good With Dresses

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Sponsored By Zappos & Shopstyle Collective

Of course flip-flops can be worn with dresses. As a longtime lover of flip-flops, I’m always going to support wearing these — even the random beach flip-flops — with summer dresses. No judgment here, that’s for sure.

Personally, though, I do prefer flip-flops that offer a bit of arch support, something that’s legitimately comfortable to walk in. And I’ll never say no to a cute comfort shoe, one cute enough to pair with summer dresses. So if you’ve been looking for an easy summer flip-flop that’s comfortable and supportive and nice enough to wear with a pretty summer dress? I’ve got the perfect summer flip-flop for you, thanks to Zappos.

You Had Me At “Arch Support”: Comfy Flip-Flops For Flirty Summer Dresses

If you've been looking for an easy flip-flop that’s comfy, supportive & nice enough to wear with a pretty summer dress, FitFlop shoes are perfect for you.

Flip-Flops | Similar | Dress | Similar Bag

The background: For those of you who’ve been following The Mom Edit for a while, you may be familiar with my longtime love affair with the comfort-sandal brand FitFlop.  

It started more than a decade ago when I noticed all the put-together ladies at the shore wearing these ultra-comfortable-looking, thick, cushiony flip-flop sandals. Many of them were bedazzled with jewels (not necessarily my own personal style), but when I went online for the first time to search the FitFlop brand, I realized that these supportive, raved-about flip-flops also came in simpler, more classic styles as well.

I am THRILLED that Zappos carries so many styles of my beloved FitFlops AND so many other sandals from my favorite comfort-shoe brands. And with super fast shipping and 365-day returns (all a part of the free Zappos VIP memberhsip)—Zappos is the best place to grab a pair of these!

FitFlop sandals are ultra-comfy, thick & cushiony, + these raved-about flip-flops also come in simpler, more-classic styles I love.

Flip-Flops | Dress

FitFlop is known for engineering comfortable flip-flops, sandals, flats and sneakers that are created for comfortable all-day wear. They’re designed specifically to work with your body structure and joint alignment, and FitFlop products go through research and testing often reserved only for sports and athletic sneaker brands. When I read about the details of this engineering, research and testing, it now makes complete sense why my feet are SO happy wearing this shoe brand. 

Flip-Flops (left)| Flip-Flops (right) |  Dress

I ordered my first pair of classic, thicker-soled Lulu FitFlops — similar to the sandals shown above (on the left) — and was blown away by the comfort. Like COMPLETELY blown away. It was as if I was instantly walking on the softest, bounciest, pillow-i-est clouds in the world. 

I then quickly became a fan of the buckled Lulu flip-flop style with the same exact thick footbed as my originals. Just two weeks ago, I wore them while standing all day on the hard pavement at my kids’ school fair. They’re truly more comfortable than my sneaks for long days, and I love the buckle styling. This year, I’m trying out the thinner version of my beloved buckled Lulus, the FitFlop Gracie shown above (on the right).

This year, I'm trying out the thinner version of my beloved buckled Lulus, the FitFlop Gracie. I truly appreciate that FitFlop has branched out to carry nice-looking styles that are not only comfortable but actually work well with dresses.

Flip-FlopsSimilar | Dress

I truly appreciate that FitFlop has branched out to carry nice-looking styles that not only are comfortable but actually work really well style-wise with dresses. Although I do wear the thicker Lulu FitFlops with dresses when I have to be on my feet ALL day long on the pavement (they provide more arch support and overall more cushion), I love the thinner, newer Gracie FitFlops for when I want a bit of a dressier look but don’t want to sacrifice comfort. 

Although I do wear the thicker Lulu FitFlops with dresses when I have to be on my feet ALL day long on the pavement (they provide more arch support + cushion), I love the thinner, newer Gracie FitFlops for when I want a bit of a dressier look but don't want to sacrifice comfort. 

Flip-FlopsSimilar | Dress

The pretty tan color, the gold buckle detailing and the slimmer lines of this newer-style Gracie FitFlop work so well for dresses. I throw them on with jeans and super-casual looks as well, but it’s difficult to find comfortable, polished-looking flip-flops, so I appreciate these FitFlops the most when I slip them on with summer dresses.

The pretty tan color, the gold buckle detailing & the slimmer lines of this Gracie FitFlop work so well for dresses. I throw them on with jeans & casual looks as well, but it's difficult to find comfortable, polished-looking flip-flops, so I appreciate these FitFlops the most when I slip them on with summer dresses.

Flip-Flops | SimilarDress | Alternative Bag

Speaking of pretty summer dresses, I’ve been trying to branch out from my go-to black cotton dresses, and this drool-worthy green tiered midi dress (not a bland olive color, more like a deeper olive with a touch of rich forest) is a fun find. 100% cotton and the tie is adjustable, so you can wear it as tight or loose as you’d like. 

This green tiered midi dress (not a bland olive color, more like a deeper olive with a touch of rich forest) is a fun find. 100% cotton + the tie is adjustable, so you can wear it as tight or loose as you'd like. 

Tiered Dress

I’ve worn this dress with my thicker black, buckled Lulu FitFlops as well, and I love that this particular green looks good with all the tan, black and white/cream sandals. Would look pretty with rose too.  

I've worn this tiered midi dress with my thicker black, buckled Lulu FitFlops as well, & I love that this particular green looks good with all the tan, black & white/cream sandals. Would look pretty with rose too.

Flip-Flops | SimilarDress |  Bag | Alternative Bag

More Comfy, Supportive Flip-Flops That Look Good With Dresses

Zappos carries a tremendous selection of comfortable sandals — so many good options. Its free expedited shipping when you sign up to be a Zappos VIP member and 365-day returns make shopping for comfortable shoes so easy, and have definitely saved me when I need a specific pair of shoes quickly.   

Thank you so much to ShopStyle Collective and Zappos for sponsoring this post. I am THRILLED that Zappos carries so many styles of my beloved FitFlops AND so many other sandals from my favorite comfort-shoe brands. I am always MORE than happy to share my thoughts on comfortable sandals, pretty dresses and cute bags. Thank you also to all our TME readers: Your time and support are very much appreciated.

-Linzi

photo credits: Redfield Photography

If you're like me, you want a flip-flop that's supportive + nice enough to wear with a pretty summer dress. Well, look no further, comfort-sandal brand FitFlop checks all the boxes.