Home » Style + Shopping » Outfit Remix: 9 Different Looks Featuring High-Waisted Jean Shorts

Outfit Remix: 9 Different Looks Featuring High-Waisted Jean Shorts


It’s been a while since I’ve done an outfit remix post! And typically when I do an outfit remix it’s centered around a slightly more unusual clothing piece than a pair of shorts. However, the purpose of this post is to show that a single pair of high-waisted jean shorts can get a ton of use! They can also have a lot of different looks…even with using similar accessories. (I tend to wear the same shoes, use the same bags & use the same headband when I wear these shorts – whoops!)

Now, I’ve been living in the jeans version of these shorts lately. But given that it’s almost summer for most of my readers, the shorts made more sense to feature at the moment. And these shorts are fantastic! The buttons are my favorite part! They are incredibly comfortable and stretchy as well. There is nothing better than a comfy pair of shorts during the summer. BUT, make sure you don’t dry them. I accidentally put them in the dryer a few too many times and they’re a bit tight on me now (and they used to fit perfectly). So, just a warning.

I’ll be showing 9 different outfits I’ve used these shorts for on the blog (so far) and grouping the looks together that are a bit similar. I’ll also link to the outfit post itself if you want to investigate a particular look even more! Enjoy!

Outfit Remix: 9 Different Looks Featuring High-Waisted Jean Shorts

V-Neck + Quirky Purse

My favorite way to style these shorts is by pairing them with a plain v-neck top. I like this way the best because it allows me to go a little crazy with my accessories. Also, I LOVE the way my Salt Water Sandals look with these shorts (as you’ll notice, haha). These outfits are so comfy for a day of walking too.

Outfit post #1 with black top, click here.
Outfit post #2 with red top, click here.

Screen Printed T-Shirt

Coming in a close second is pairing these shorts with my ever growing collection of quirky screen printed t-shirts. It’s a great way to wear them because tucking them into these shorts makes the whole look slightly more stylish and less sloppy looking (in my opinion).

I mean, there are only so many ways I can style my “Team Bucky” shirt! Haha.

Click here to see the Red Sox outfit post.
Click here to see the Sriracha outfit post.
Click here to see the Team Bucky outfit post.

Crop Top

outdoor nature backdrop for photography

These shorts are perfect to pair with a crop top if you’re hesitant to show a ton of skin. I never would’ve dreamed of wearing a crop top, but I am now the proud owner of 2 crop tops because I can pair them with these shorts!

Click here to see my crop top outfit post.

Swimsuit Coverup

I love this look for after the beach because it is so easy to just slip on a pair of shorts and run to grab some food once you’re done swimming for the day. I lost my actual swimsuit cover-up when we moved, so this has been a good alternative until I get around to buying a new coverup.

Click here to see the swimsuit coverup post.

Untucked Top + Shawl

Having my shirt untucked doesn’t really show off these shorts, but it does show they don’t have to be one of the central points of the outfit to still work!

Click here to see this outfit post.

Baggy Sleeveless Top

This panda top is one of my favorite sleeveless tops because of the cute print, but the fit is too baggy for my taste. However, tucking it into these shorts gives it a whole new look!

Click here to see this outfit post.


Click here to shop these shorts!

Or click to shop below:


Do you think you would get as much use as I did out of a pair of high-waisted jean shorts? And which look was your favorite? I would love to hear your thoughts in the comments!


9 ways to style high-waisted jean shorts
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Disclosure: some of the links in this post are affiliate links. Meaning, if you click a link and make a purchase, Have Clothes, Will Travel gets a very small commission. Thank you for supporting the brands that make this blog possible!

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  1. Everest says says:

    those shorts are a definite summer must have! it goes with everything and it is so easy to style. love the pairing with cute quirky bags that are so fun and interesting. using shorts as a swimsuit coverup scores high on fashion points!

    1. haveclotheswilltravel says:

      Aw, thank you so much! I really appreciate you stopping by, Everest!

  2. Lee (@leethrifts) says:

    I loooooveee how you styled these! I need to get a good pair of denim shorts. I think my favorite way is as a bathing suit cover up but it’s so hard to pick!

    1. haveclotheswilltravel says:

      Oh gosh, thank you so much, Lee! 🙂

  3. There’s something so chic about high waisted pants wouldn’t you agree? I think you look fantastic my dear!


    1. haveclotheswilltravel says:

      Aw, thank you!

  4. Neha Bhatt Bhagat says:

    U look so beautiful in each and every outfit babe….Love that vneck top on you…..Kisses, Neha


    1. haveclotheswilltravel says:

      Aw, thank you, Neha! 🙂

  5. jointyicroissanty says:

    I adore high waisted shorts and all of these outfits are so cool! That with hat is my favorite!

    Have a nice day!


    1. haveclotheswilltravel says:

      Thank you so much! Hope you have a nice day too!

  6. Thoroughly Modern Emily says:

    That Sriracha t-shirt is so cute! But as you might’ve guessed, I’m totally swooning over the swimsuit cover-up outfit! I honestly wouldn’t have guessed that you were actually wearing a bathing suit! And the big hat is just so much fun!

    I’ve been thinking that I might need to give in and get some shorts this summer, but I’m not sure whether I’ll be able to figure out styling them with a massive baby bump!

    1. haveclotheswilltravel says:

      Aw, thank you, Emily! I love that big hat so much! Hmmm while I do love my high-waisted shorts, I guess I do not have any experience in styling them with a baby bump. I’m also not sure they would be the comfiest for a baby bump either. But, shorts with a lower waist might work a bit better. I’ll look forward to seeing what you find! 🙂

  7. All these outfits are so cute! Im loving those shorts… and I think my favorite outfit is the sriracha one! So funny 🙂


    Novelstyle Blog

    1. haveclotheswilltravel says:

      Haha! I’m so glad you liked that one too. 🙂 Thank you!

  8. Laurie Duncan says:

    All great ideas for shorts, I just bought a new pair myself and I know I’ll be wearing them with novelty tees for sure! 🙂

    1. haveclotheswilltravel says:

      Aw, thank you! And yay! You’ll have to share a pic on Facebook! 🙂

  9. robjodiefilogomo says:

    I still have a couple of pairs of shorts, but they aren’t high waisted!! I may have to try them before I get too old…

    1. haveclotheswilltravel says:

      Break them out!! I bet you can rock shorts! 🙂

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