Best Ways to Style Baggy Jeans

It wasn’t so long ago that baggy jeans became synonymous with streetwear. The trend remains a minefield for the stylish guy who wants to be always in the spotlight. Coming back from the 80s and 90s, slouchy-fit and baggy denim has undergone several reinventions from tie-dye to acid wash, ripped to patchwork.

If you can style it correctly, baggy jeans can simply transform any look. Opt for a more casual and relaxed approach to match the aesthetic of the denim. Whether you’re looking for laid-back everyday looks or upscale casual outfits to incorporate into your daily wear, this list has it all.

However, it can be challenging to style baggy jeans properly. Luckily for you, here are the ultimate ways on how to wear them without having the jeans drown the rest of the outfit. Keep scrolling for major inspo!

With Graphic tee & Shacket

It’s important to be extra careful with the fit, as well as the clothes you wear with your baggy jeans. Go for a more casual street look with a nice graphic, slightly oversized t-shirt and a plaid shacket or overshirt on top.

With Hoodie  

For a more winter-appropriate look, add a basic tee underneath a hoodie to create some layering. As for jeans, a pair of mid-washed baggy jeans would be perfect. Complete with chunky sneakers to match the overall aesthetic.

With Turtleneck & Coat

Put on some high-top Converse and cuff your baggy jeans to show off your socks. Try to mix in a different style, such as a pair of dark baggy jeans styled with a neutral-colored turtleneck and an overcoat. This combo is ideal if you want to look stylish and sophisticated at the office.

With Bomber Jacket

For the ultimate off-duty aesthetic, add a touch of athleisure to your outfit. Try going for an oversized tee or sweater, creating more of an hourglass silhouette. Throw on a varsity jacket vintage bomber jacket in black, khaki or grey for both comfort and style.

With Blazer & Headwear

If you want to draw the attention and create an unexpected outfit, combine your baggy-fit Levi’s jeans with an oversized white t-shirt, which has a nice high neckline, and add a nice boxy fit blazer on top. A black baseball cap and a thin chain necklace will do the trick in terms of headwear.

With Knitted Polo Top

Cozy knits can redefine the way you think of styling baggy jeans. Pair a knit sweater or a polo top with black baggy-fit jeans from Dickie’s. These pants are the most versatile to wear with pretty much anything. A pair of old-school dad sneakers can really enhance the vintage vibe. Make sure that you wear a pair of sneakers on the bulk of your side to compliment your jeans. For example, a pair of Air Force Ones, Air Jordans, or New Balance sneakers work really great.