4 ways to style high rise jeans
Outfits, Style, Ways To Style

four ways to style high waisted jeans

Four Ways To Style High Waisted Jeans

It’s time for another It’s time for another wardrobe remix. I’ve previously shown four ways to style overall dresses and four ways to style a jumpsuit, and four ways to style a teddy coat. Today, I’m starting with my all time favorite jeans — the Madewell 10″ high rise skinny jeans — to show you four ways to style high waisted jeans. They come in many washes and styles, are so comfy and have just the right amount of stretch and rise. FYI, depending on which fabric/wash, I usually size down. The only ones I didn’t were the super dark wash, stiffer jeans.

Look One

And Other Stories blazer (similar)

Express camisole

Madewell 10″ high rise skinny jeans

Minna Parikka cat loafers


I bought this double breasted blazer last year. I liked that it was slouchier and softer than others I have, making it a little more comfy and casual — but this would also look great with something boxy and structured (see more blazer options here). That’s also why I paired it with a cami instead of a button up. But even in a blazer, I somehow end up in cat flats. Business up top, party on my feet?

Look Two

red beanie

Madewell leather jacket

buffalo plaid flannel shirt (similar — also love this one!)

Madewell 10″ high rise skinny jeans

thrifted belt

Steven lace up boots (more boot options here)


This is kind of like my Winter uniform, and I know we are going into Spring, but 1. I photographed these in the dead of winter and 2. without a coat on top, this could work on chillier Spring days or in Fall. This short sleeve version is perfect and on sale!


Look Three

beret (the one I’m wearing is sold out, but I also love Brixton berets)

slouchy cardigan (majorly on sale!)

striped tee (or try this simple black and white stripe)

Madewell 10″ high rise skinny jeans

thrifted belt

Seychelles “Rehearse” pumps

Keiko x Bonlook glasses


First things first: we have two new styles coming out in the Keiko x Bonlook collection, plus a special edition re-release of the original frames. I’ll announce when we have a launch date! Secondly, I love the contrast of a slouchy cardigan with skinny jeans — and a bold striped or graphic tee is an easy base to start with. Pair with flats or sneakers, or dress it up a little bit with some suede pumps!

Look Four


d.Ra floral boxy blouse

Madewell 10″ high rise skinny jeans

Charlotte Olympia cat flats (here’s a budget version)


If the buffalo plaid flannel and boots are my Winter uniform, this is my year round uniform. Seriously, I wear this top or another boxy button down (these are a go-to — I wear a lot of Madewell) or short sleeve blouse with skinny jeans all the time, and you’ll find me in flats more often than not. 

Which look is your favorite? Leave a comment below!

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  1. Audrey | Brunch at Audrey's says:

    I wear jeans almost every day, and all my jeans are high-waisted, so I love this edition of 4 Ways to Style! My favourite looks are 3 and 1 🙂 Look 3 is closest to my personal style but a little more elevated, and Look 1 is my grown up aspiration 😛 -Audrey | Brunch at Audrey’s