I get it. I thought kick flare, distressed, cropped jeans were weird too… until I found the perfect pair. It’s a lot of trends going on in one look, so its easy to be intimidated.

I really loved the idea of this sort of jean in pictures, because every fashion blogger and their mother has been rocking them since spring. I stumbled upon these Madewell jeans after what seems like forever of looking, and I haven’t turned back. See how I styled them and go find your perfect pair!

Jeans: Madewell Cali-Demi Boot Jeans; buy them here.

Baseball game

Whether it’s a baseball game, a movie in the park, or a trip to the ice cream shop, you need a cute and relaxed outfit that still looks stylish. The Madewell jeans are perfect for this look, because the cropped fit is automatically more casual than any other fit. I think the button-up fly adds a little pizzaz, too. Your tank and jeans combo just got more interesting!

Top: James Perse; similar available here and here

Shoes: Sam Edelman; similar available here

WORK meeting

There’s something about a blouse tucked into distressed jeans… it just screams cool. I paired this look with the cutest earrings that gave me just the right amount of color. A block heel helps make this look more professional, but you could dress it down with ballet flats or sandals.

Top: Rose and Thyme; Similar available here and here

Earrings: New Directions; buy the same ones from BaubleBar here

Shoes: Sam Edelman; buy them here

Had to throw in a garden shot, because it’s finally summer!

Please ignore our garden mess here. We’re in full blown yard work mode!

Madewell, jeans, fashion, style

Date night

I’m all about a comfy-casual look on date night. This outfit is nice enough to wear to a trendy new restaurant, but casual enough to go for drinks afterward at our favorite dive bar. The Madewell jeans give this outfit a edgy feel, while the espadrilles and cropped tank make it work friendly, if you don’t have time to go home and change.

Top: Madewell; similar here

Shoes: Steve Madden; buy them here

I also really love how the hem of these jeans show off the ankle strap on these cute wedges!

jeans, Madewell, fashion

Happy shopping! If you buy these or any other cropped, kick flare jeans, let me know how you style them!

This post is not sponsored; all opinions are my own. This post may contain affiliate links, which could mean I make a commission through any sales.