Are Baggy Jeans Back in Style For Men?

Are baggy jeans back in style for men in fall/winter 2024? A guide on how to style baggy jeans for men while they make a fashion come back.

Have you noticed baggy jeans are back in style? And are you with me in celebrating this? For years, the look du’jour has been form-fitted pants and even– sigh– skinny jeans. And while they may look great on some, others can never make them work, plus they’re super uncomfortable.

But it seems baggy jeans are back in style, and I’m here for it. It’s as if the 90s and early 2000s are making their triumphant return, but this time with a more polished, intentional vibe.

At first, I thought it was just a few fashion-forward guys experimenting with a retro look, but the more I scrolled through social media, the more I started seeing baggy jeans on everyone from streetwear enthusiasts to high-end fashion models.

My local coffee shop? Two dudes rocking them. Even at the grocery store, I saw a guy confidently sporting oversized denim like he just walked off a 1997 skateboarding video shoot. It got me thinking—maybe baggy jeans aren’t just making a cameo. They’re back, for real.

A Brief History of Baggy Jeans

Baggy jeans first hit the scene in the 90s, thanks to the rise of hip-hop culture and skater style. Rappers like Tupac, Notorious B.I.G., and groups like Wu-Tang Clan made oversized denim a wardrobe staple. Back then, the bigger your jeans, the cooler you were.

The relaxed fit wasn’t just about style; it represented a laid-back attitude that stood in stark contrast to the more polished, formal looks that dominated earlier decades.

But as we rolled into the 2000s, something changed. The era of skinny and slim-fit jeans took over. Rockstars, influencers, and just about every guy trying to show off his legs embraced jeans that hugged their body tighter than a second skin. For a while, it felt like baggy jeans were banished to the back of our closets, only to be pulled out for DIY projects or lazy Sundays at home.

Fashion is cyclical, and baggy jeans are making a comeback. But this time, it’s less about rebellion. Today’s baggy jeans are designed to look cool and trendy, without feeling like you’re drowning in fabric.

What To Wear With Baggy Jeans

Now that we’ve established that baggy jeans are back, the real question is: how do you style them without looking like you’re stuck in a time warp? Here are four outfit ideas that’ll have you rocking baggy jeans for different occasions.

Professional (If Allowed)

Baggy jeans might not be office attire at most jobs, but for those lucky enough to work in a creative or casual environment, they can be styled to look polished. Opt for a darker wash or black baggy jeans with a slim, tucked-in shirt.

Layer a fitted blazer or jean or corduroy jacket on top to keep things sharp. Finish the look with sleek loafers or leather boots, and you’ve got yourself a modern take on business casual. Just remember to balance the proportions—baggy jeans need a more structured upper half to avoid looking sloppy.

Casual Errand Day

Running errands doesn’t mean you have to sacrifice style. On days when I’m out grabbing coffee or picking up groceries, I like to keep it relaxed but put-together. Pair your baggy jeans with a classic white T-shirt, graphic-T, or hoodie. Throw on some clean white sneakers, and you’re good to go.

Add a beanie or baseball cap if you’re feeling sporty and throw on a cross body or tote bag to dress up the look a bit. The loose fit of the jeans makes this outfit feel comfortable without looking like you’ve just rolled out of bed.

Daytime Event

For a casual daytime event like a weekend brunch or a low-key gathering, you can elevate your baggy jeans with a textured sweater or a long-sleeve shirt. For warmer weather, a simple T-shirt with a an unbuttoned long or short sleeve button down shirt can give more for a formal but still casual vibe.

Finish it with some leather sneakers or desert boots. This outfit strikes the perfect balance between casual and stylish, making it ideal for those times when you want to look effortlessly cool.

Night/Date Event

Baggy jeans on a date? It’s doable, without looking like a bum. For a night out, especially something low-key like drinks at a bar or a casual dinner, choose a pair in a darker wash or even black, and pair them with a simple shirt or a button-up.

Layer a bomber jacket or a leather jacket over the top to add some edge and formality. Throw on some Chelsea boots or dress shoes, and you’ve got a date-night look that’s equal parts cool and comfortable.

Baggy Jeans For Men: Editor Picks

Maeharrt Mens Baggy Jeans

Maeharrt Mens Baggy Jeans offer a relaxed, vintage-inspired style perfect for casual days or adding a streetwear vibe to your wardrobe. Made from durable, high-quality denim, they have a loose, oversized fit that ensures comfort while maintaining a trendy, laid-back look. The fabric is soft yet sturdy, allowing for flexibility and movement throughout the day.

Designed with a traditional five-pocket layout, they also feature a high-waisted silhouette, adding a retro touch to any outfit. The jeans come in versatile, classic washes, making them easy to pair with anything from graphic tees to hoodies for an effortlessly cool aesthetic.

Verdusa Men’s High Waist Loose Jeans

Verdusa Men’s High Waist Loose Jeans offer a trendy style combined with comfort. Made from a lightweight, breathable blend of polyester and viscose, these jeans have a smooth texture that drapes elegantly, providing a relaxed fit, straight-leg fit, without being overly baggy.

The high-waisted design flatters the figure while offering a secure fit, and the straight-leg cut gives the pants a clean, polished appearance that works for both casual and more dressed-up occasions.

Nutriangee Men’s Loose Fit Baggy Jeans

Nutriangee Men’s Loose Fit Baggy Jeans are the epitome of laid-back, retro, modern streetwear. The high-waisted design nods to retro styles, while the minimalistic details keep the look modern and fresh. Perfect for making a statement, these jeans are ideal for pairing with oversized graphic tees, hoodies, or your favorite streetwear sneakers.

With their roomy fit and practical large pockets, they balance comfort with standout style, making them a go-to for anyone embracing an urban, laid-back aesthetic.

WEIBUMAOYI Men’s Wide Carpenter Jeans

WEIBUMAOYI Men’s Wide-Leg Carptenter Jeans include both comfort and durability. These baggy jeans offer a relaxed, oversized fit that is perfect for laid-back days or for adding a workwear-inspired touch to your outfits. The carpenter-style design includes practical details like deep pockets and a utility loop, blending function with fashion.

The dark blue wash gives them a timeless, versatile appeal that pairs well with almost anything, from basic tees to flannel shirts. With their sturdy construction and comfortable fit, these jeans are ideal for anyone seeking a rugged yet stylish addition to their everyday rotation.

G-STAR RAW Men’s Type 96 Loose Jeans

The G-STAR RAW Men’s Type 96 Loose Jeans bring a contemporary twist to classic workwear-inspired denim. Made from durable cotton, these jeans offer a relaxed, loose fit that combines comfort with an effortlessly cool, casual style. The mid-rise waist and straight leg give them a versatile silhouette that pairs well with anything from oversized tees to more fitted jackets.

With subtle detailing like reinforced seams and a clean, minimalistic design, these jeans focus on durability while maintaining a modern aesthetic. The medium wash adds a touch of vintage appeal, making them a great option for those who appreciate both function and fashion in their everyday wear.