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Thrifty Wife Happy Life

Helping women love what they wear on a budget

How to Style Women’s Tailored Shorts For Summer

June 12, 2023 by Katie H.

6 ways to style linen tailored trouser shorts for summer

One trend that I am loving this summer is women’s tailored shorts.  They are so clean and classic! A good pair of tailored trouser shorts can differently spruce up your summer outfits to give you a polished, yet comfortable look! Today I want to share with you 6 ways I am wearing tailored shorts this summer!

*This post contains affiliate links.

I have been on the hunt for a pair of affordable women-tailored shorts.  When I found this pair of high-waisted tailored shorts from Old Navy, I was excited!  I tried them on earlier this year but waited a couple of months to buy them.  When I saw that they were 50% off during Memorial weekend I grabbed them! 

These shorts are so comfortable.  They look expensive with the way they are cut.  I really love the length.  They have a 6-inch inseam.  I also love that they have elastic in the back which gives them some stretch in the waist. They are the perfect pair of shorts to help elevate your outfits this summer!

Today I want to share 6 different ways that you can wear women’s tailored shorts this summer! 

For sizing reference, I am 5’1 and around 115lbs.  I am wearing a size small.

Affordable women’s tailored shorts to shop

6 ways to style women’s tailored shorts

Outfit 1: Tailored shorts + White button-down + Leopard belt + Braided sandals

There is nothing more classic than a white button-down shirt! I love this short sleeve button-down from Walmart. It pairs nicely with trouser shorts. I added a leopard print belt to add a small pop of pattern. To complete the look I wore my braided sandals.

Women wearing tailored trouser shorts styled with a white button down shirt and leopard belt.

Shirt-small || Shorts-small || Belt (similar) || Sandals– 7.5 || Purse (similar) || Sunglasses

Outfit 2: Tailored shorts + Chambray button-down + Straw accessories + Braided sandals

This look channels the coastal Grandma chic that was so popular last summer. I love the look of the chambray shirt with the high-waisted tailored shorts. The straw accessories also give it the perfect summer look!

Chambray sleeveless shirt with women's tailored trouser shorts

Shirt– xsmall || Shorts– small || Sandals– 7.5 || Belt– small || Hat || Sunglasses || Purse (similar) || Bracelet

Outfit 3: Tailored shorts + Navy polka dot shirt + Blazer + Cognac accessories

This navy and white polka dot shirt was one of my favorite tops from last summer. I love it so much that I brought it back out this summer and shared similar pieces in my mom-friendly summer capsule wardrobe posts! I love how well it pairs with the linen-tailored shorts.

Navy polka dot shirt styled with women's tailored trouser shorts.
White blazer with navy polka dot shirt styled with women's tailored trouser shorts.

Shirt (similar, similar) || Blazer (similar, similar) || Shorts-small || Belt-small || Sandals-7.5 || Purse (similar) || Bracelet || Sunglasses

Outfit 4: Tailored shorts + Striped tie sleeve t-shirt + Studded sandals

I love this new striped tie-sleeve t-shirt from Stitch Fix! It’s a great elevated summer shirt so I knew I had to see how it looked with my new tailored shorts. I paired it with my straw tote and some studded sandals.

Striped shirt styled with women's tailored trouser shorts.

Shirt-small || Shorts– small || Sandals (similar) || Purse || Bracelet || Belt (similar) || Purse || Sunglasses

Outfit 5: Tailored shorts + Black ribbed tank top + Block heel sandals

This is a great outfit to wear on a date night! I love that it’s made with fundamental pieces like linen shorts and a black tank top, but adding some fun block sandals and turquoise accessories dresses it up and makes the outfit more exciting!

Black tank top styled with tailored trouser shorts

Top– small || Shorts– small || Sandals (similar) || Belt– small || Purse (similar) || Earrings (code: KATIE10!) || Bracelett (similar) || Sunglasses

Outfit 6: Tailored shorts + White Bodysuit + Striped button-down + Slide sandals

For this last look, I paired these trouser shorts with a white bodysuit. I love how it looks on its own but sometimes it’s nice to have a lightweight layer to throw over. This striped button-down shirt is the perfect summer layering piece!

White bodysuit styled with tailored trouser shorts.
Striped button-down shirt styled with a pair of tailored trouser shorts.

Bodysuit-small || Shorts– small || Button-down– xsmall || Belt-small || Sandals– 7.5 || Purse (similar) || Sunglasses

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How to style women's tailored trouser shorts for summer

Related posts:

3 white bodysuit outfit ideasEasy Mom-Friendly Summer Capsule Wardrobe Default ThumbnailTrends to Try: How to Dress Coastal Grandmother Chic on a Budget Default ThumbnailAffordable Mom-Friendly Denim Shorts

Filed in: Affordable Fashion, How to Wear it, Making the Most of your Wardrobe, trends to try, Uncategorized • by Katie H. • 2 Comments

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  1. 15 Chic Spring Outfit Ideas For Women Over 40 says:
    March 28, 2025 at 6:03 am

    […] Image: Source […]

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  2. Easy Summer Mom Capsule Wardrobe 2024 - Thrifty Wife Happy Life says:
    May 30, 2025 at 4:48 pm

    […] shorts– I bought my trouser shorts last year at Old Navy and I loved them! ( See how I styled my tailored shorts HERE) They are a great way to elevate your summer outfit but also keep it comfortable! My shorts are […]

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Hi I'm Katie! Welcome to my blog! I am on a mission to help women build a wardrobe that they love without spending a lot of money doing it. I believe that everyone has the right to feel good in their outfit, no matter what your budget is! I am excited to have you here!
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