28 – Leather Jacket and Funky Shorts
Who says you can’t pair jackets with shorts? They look absolutely fantastic when paired with this funky pair. You can wear it for parties or even for a date!
27 – Grunge Street Style
To stand out from others and look different, you can wear stockings with some high-waisted short shorts. Pair it with a casual shirt and shoes and get ready to be the center of attention!
26 – Crop Top With High Waisted Shorts For Parties
Sparkly and shiny dresses are perfect for night parties and clubs, but what’s even better are these glittery shorts that are in trend this season! Pair them with a black crop top, heels, and gold accessories to look chic and fashionable.
Source
25 – Elegant Monochrome
Go all monochrome with the classic black and white combination and make all heads turn your way. It can be simple or patterned, whichever you like.
24 – Trendy Kimono Look
You can make your appearance look interesting simply by adding a kimono to your outfit with high-waisted shorts. It looks trendy, glamorous, and is super comfortable to wear. Also, see these Kimono Outfit Ideas for inspiration and ideas.
23 – Fashion Blogger Style
Don’t just stick to black and neutrals. Play with different and unique colors and use your own imagination to create cute outfits like this one with orange shorts paired with peach tucked-in button-down shirt for formal and office wear.
22 – Simple and Chic Tanktop Look
Taylor Swift is obviously the queen of high-waisted shorts and for good reason, too! Look at this beauty. We love how she paired a simple white tank with some black jean shorts and a hat for a basic but chic look.
21 – Outfit For After School
For teenagers, high-waisted shorts are a popular choice. While most won’t be able to rock their favorite pair to school (after all, dress codes are a thing) you can most certainly pop on a pair for after-school activities. Whether you are hitting up the library or hanging out with friends at your favorite cafe, this look is simple but stylish and super trendy.