How to Wear Vintage High Waisted Shorts: Best 13 Unique Outfits for Women

For those of you who like to add a little bit of vintage style to your outfit to make yourself stand out from the crowd in a natural way, this is a blog post that is especially for you. Today, I am going to talk about how to style the vintage high waisted shorts, which usually come in the form of denim unwashed shorts. It is just fun to have a little bit of vintage details in your outfit and these types of outfits are very easy to pull off. To show you some options on how to style them, I have collected some of the best vintage high waisted shorts outfit ideas for you. Let’s check them out now.

White Scoop Neck Lace Top with Light Blue Vintage High Waisted Shorts


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To me start off this list of cool outfit ideas with a ladylike and refreshing outfit that you can wear as a business casual outfit. For the top, wear a white lace half sleeve lace blouse. Pair it with a light blue vintage high waisted denim shorts and a brown leather belt. Wear black ballet flats to keep the outfit clean and simple.

Blue Button Up Short Sleeve Fitted Shirt with Black High Waisted Vintage Shorts

blue button up short sleeve fitted shirt with black high waisted vintage shorts
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To form this artistic look, you can wear a blue fitted short sleeve button up shirt and tuck it in a pair of black high waisted mini vintage shorts. That can make your waistline look higher and make you look lean as a result. Wrap up the outfit with black high heels and a black felt hat to add an artistic touch.

Blue Button Up Shirt with Grey High Rise Vintage Shorts

blue button up shirt with grey high rise vintage shorts
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To form this cozy and casual business casual or street outfit, you can wear a light blue short sleeve button up shirt. Pair it with a pair of grey high waisted mini cotton vintage shorts. For the shoes, wear a pair of black heeled sandals to make this outfit more stylish and refreshing.

White and Black Polka Dot Shirt with High Rise Mini Shorts

white and black polka dot shirt with high rise mini shorts
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To achieve this vintage black and white outfit, a polka dot shirt is the key. In detail, wear a white and black polka dot button up slim fit shirt with a pair of black mini high waisted shorts. For the shoes, wear a pair of black ballet heels to complete this vintage outfit in an elegant and lean way.

White and Grey Striped Shirt with Brown Vintage High Waisted Shorts

white and grey striped shirt with brown vintage high waisted shorts
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To achieve this cozy and attractive outfit that is both perfect to wear for casual Fridays and friends’ gathering, you can wear a white and light grey vertical striped short sleeve chiffon blouse with a pair of brown tie waist vintage high rise mini shorts. For the shoes, wear pale pink heels to add a ladylike touch.

Black Cutout Tank Top with Vintage Mini Blue Denim Shorts

black cutout tank top with vintage mini blue denim shorts
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This is a low-key sexy street outfit that can make you stand out from the crowd in a casual beach hangout. To achieve this look, you can wear a black cutout back tank top with a pair of light blue vintage high rise mini denim shorts. For the shoes, wear a pair of black slide sandals to complete the outfit with style.

Green Ribbed Slim Fit Short Sleeve Sweater with Light Blue Unwashed Vintage Denim Shorts

green ribbed slim fit short sleeve sweater with light blue unwashed vintage denim shorts
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Wearing a pair of light blue unwashed jeans can usually give you a vintage feel and that works too for a pair of similar denim shorts. In this case, the shorts are paired with a green fitted short sleeve sweater. For the shoes, you can wear either white sneakers or white sandals to complete the outfit in a refreshing way.

Black and White Striped Long Sleeve Tee with Cuffed Denim High Waisted Shorts

black and white striped long sleeve tee with cuffed denim high waisted shorts
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A pair of vintage shorts does look pretty good with a black and white top. In this case, the light blue unwashed vintage high rise denim shorts are paired with a long sleeve black and white striped t shirt. For the shoes, wear a pair of white low top classic converse to look even more vintage.

Black and White Polka Dot Sleeveless Shirt with High Waisted Vintage Shorts

black and white polka dot sleeveless shirt with high waisted vintage shorts
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Needless to say, the polka dot shirt can play a huge role in making something look vintage. For the top, wear a black and white sleeveless polka dot blouse. Pair it with a pair of black high waisted vintage mini shorts. For the shoes, wear a pair of black open toe heels to complete the outfit elegantly.

Black and White Plaid Button Up Shirt with Crop Top & Denim Shorts

black and white plaid button up shirt with crop top and denim shorts
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To form this stylish and boyish layered outfit, you can wear a black slightly cropped t shirt with a pair of blue high rise mini denim shorts. Layer a black and white plaid boyfriend shirt over these pieces. For the shoes, simply wear a pair of white low top sneakers to complete the look cleanly.

Black Form Fitting Tank Top with Blue Vintage High Waisted Denim Shorts

black form fitting tank top with blue vintage high waisted denim shorts
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To form this low-key sexy outfit that doesn’t actually require you to show any skin, you can start with the black form fitting tank top. Pair it with a pair of blue high waisted mini denim shorts. Wear a black leather narrow belt and a pair of black suede loafers to look stylish and unique.

White Long Sleeve Fitted Tee with Super Skinny Vintage Denim Shorts

white long sleeve fitted tee with super skinny vintage denim shorts
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This is another form fitting outfit that allows you to show some curves and look sexy in a very natural way. For the top, wear a white long sleeve form fitting t shirt. Pair it with a pair of skinny denim high waisted mini shorts. Wear white high top classic converse to add a vintage touch.

Galaxy Printed Fitted Tank top with Blue Vintage High Rise Denim Shorts

galaxy printed fitted tank top with blue vintage high rise denim shorts
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To achieve this unique and vintage look, you can wear a galaxy printed tank top and pair it with a pair of light blue unwashed vintage high rise denim mini shorts. Pair them with a pair of grey suede heeled ankle boots to complete the attractive look.

Here are the vintage high waisted shorts outfit ideas that I want to share with you. Try them on and see if they can make you look attractive and lean as designed.