Let’s be real for a second: wearing skinny jeans all of the time is just unrealistic. Yes, they do have a figure-hugging fit that flatters your silhouette, but they’re also one of the most uncomfortable denim fits on the market. So you can keep your skinny jeans, but I’m a girl of style and comfort. That’s why I’m always opting for some comfortably chic high rise boyfriend jeans this summer.

Isn’t there something so freeing about wearing clothes that are meant for men? The androgynous aesthetic of boyfriend jeans is not only game-changing in the sense of fashion, but also send a subtle-yet-powerful statement of equality. It shows that women can (literally) “wear the pants” and express themselves freely too, and this powerful message is one of the biggest reasons why I’m shamelessly wearing these jeans year-round.

Although many people believe this is a fairly new trend, this loose-fit denim actually dates back to the 1960s when Marilyn Monroe was spotted in these relaxed jeans on the set of her film, Misfits. People all over the globe were shocked by this shift in style, especially since Monroe was known for wearing more figure-hugging and revealing outfits. Though the trend didn’t become extremely popular at this time, she brought it to the mainstream world of her era and showed that women can look beautiful without the body-clinging fits and tight clothing that she was usually known for wearing.

These Are The Boyfriend Jeans We're Wearing this Summer

A handful of decades later, the boyfriend jean garnered a whole new wave of popularity by another popular trendsetter: Katie Holmes. In 2009, Holmes was strutting around NYC after a dress rehearsal, and the one thing everyone noticed about her outfit was her extremely loose-fitting jeans. These jeans were later revealed to actually be jeans from her husband, Tom Cruise’s, closet. At that moment, the term “boyfriend jean” was born, and the style rapidly became one of the most sought-after denim looks for women. Immediately after Holmes started the trend, other style icons like Rihanna, Sarah Jessica Parker, and Reese Witherspoon were found running around lower Manhattan in a pair of boyfriend jeans. Even now, you can catch all the hottest it-girls and style influencers snapping photos of themselves in this comfortably stylish denim fit.

This season, we’re tucking away our tight-fitted jeans and opting for some more relaxed high waisted boyfriend jeans. This loose denim fit is perfect for any spring daytime look, and can effortlessly be worn for a chill evening rooftop party. High waisted boyfriend jeans can also be used to make Insta-worthy outfits all summer long by pairing them with cropped tanks, platform shoes, and eccentric jewelry pieces.

From dark wash to distressed, we’re predicting that these jeans are the ones to watch (and wear) this summer season. So, drift away from the average skinny fits and stay in a breezy state of mind with some high waisted boyfriend jeans.

Can’t decide which pair of boyfriend jeans is right for you? You’ve come to the right place.

So Stoned

A lightly stonewashed boyfriend jean is the perfect addition to your summertime closet. This pair from Gucci is all you need to elevate your style with a subtle yet impactful nod to 80s fashion. These 80s-inspired stonewashed jeans are made from luxurious Japanese denim, and feature a faded light grey look that gives these pants a vintage air. And of course, these jeans also feature a faded black Gucci logo print on the back right pocket for a simply eye catching detail, as well as a special illustrated eye tag that represents the romanticism of the fashion house.


80s stone washed denim pant


Feeling Blue

You’re always going to need a classic denim-blue shade in just about every fit of jeans in your rotation. That’s where these high waisted boyfriend jeans from Citizens of Humanity come in. This pair has a signature denim-blue shade that’s escalated in style with a slightly faded look, staying timeless and versatile for any outfit you choose for the day. In a high waisted, spacious fit, these jeans are as flattering as they are stylish, plus the slightly distressed backside gives these jeans just a touch of individuality.


Andie high-rise jeans

409$ $163

High Roller

We all love adding small touches of style to our looks, which is why we’re obsessed with the minuscule yet impactful details on these high waisted boyfriend jeans from SP Black. These jeans have a subtle faded look, and also feature a single ripped knee, making them look perfectly worn in. The rolled-up hem is also a great touch to give these jeans a faux cropped illusion. While they do feature a more snug fit compared to most other boyfriend jeans, the stretchy material makes these jeans as comfortable as they are breathtaking.


Ripped High Waist Boyfriend Jeans


Staying Raw

One of the most popular jean styles this season is the raw hemmed cut. A straight-edge cut with minimal distression is definitely one of the most trending looks of the season for its edgy attitude and captivatingly cool energy. These raw-hemmed cropped boyfriend jeans from Joe’s are everything you want in your summer denim: they have a light wash color, a slightly distressed raw hem, and an extremely relaxed fit that fuses style and comfort effortlessly. For a minimal day look, try pairing these jeans with your favorite white tee and platform sandals.


Charlie High-Rise Cropped Jeans


Damsel In Distressed

Distressed denim has always been a staple in our closet, and we’re making some room in our wardrobe for these distressed jeans from Jean Atelier. The Laurent High Rise Distressed Boyfriend Jeans feature a strategic distressing to an easy going straight-leg cut to give these pants an “old favorite” appeal. The flattering high waist slightly hugs your body to exaggerate your curves, and the loose legs give these jeans a fun and laid back attitude. The vintage faded-blue color gives these jeans a bohemian chic vibe that will never seem to fade away.


Distressed Boyfriend Jeans

890$ $400

Bold In Black

Everyone needs a pair of loose black jeans, and these boyfriend-fit high waisted ones from Calvin Klein will fit into your summer style perfectly. They’re everything you want in your classic black denim: a relaxed fit that still flatters your silhouette, with a faded-black wash that looks and feels comfortably broken-in. We predict that these will be the essential black denim jeans to break out during any daytime summer festivity. Whether you’re strolling down the Coney Island boardwalk, or just hanging out at your favorite dive, these jeans are the way to go. To make these jeans stand out, wear them with a pair of your favorite white ankle boots and a cropped tank top.


High Rise Boyfriend Jeans

119.3$ $95.44

The Jegging Remix

We know, the jegging sounds pretty dated and completely opposite to the classic high waisted boyfriend jean. But, you need to give these boyfriend jeggings from Lyssé a try. These high waisted jeggings have an extremely relaxed fit, while still giving you the slimming control of shapewear to make your body looks its best. The light and relaxed fit of these jeans are almost as light as it’s sky-blue color, making these the official boyfriend jeans of the summer. They’re also paired with a rolled-up hem, giving them a cropped look that can easily be played around with.


Boyfriend High Rise Denim Leggings, Size X-Large - Blue


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