There’s an oversized style for everyone.
At this point, it’s likely that nearly every person has an oversized garment in their closet. Whether it’s a pair of baggy jeans or a slightly oversized blazer, pieces with a relaxed silhouette are the key to a casual and comfortable ensemble. They give you a lot more flexibility (stylistically and literally), but somehow have an effortlessly cool quality to them that will have you tossing aside your go-to skinny jeans for your next lunch date.
While loose-fitting silhouettes instantly conjure up thoughts of baggy hoodies and wide-leg trousers, they’re not the only options for this type of outfit. If you’re in the market for baggy pants, there are plenty of ways to style the staple, from a slouchy sweater to a button-down shirt to the contrast of a flattering bodysuit. But, for those who prefer a more unexpected take on the look, you can ease into baggy styles by reaching for an oversized jacket or a breezy maxi dress. Whichever baggy garments you choose, take note of your desired aesthetic, as you may need to add a few structured pieces to your look for a more polished ensemble.
Keep scrolling for a round-up of baggy outfits that nail the ultra-cool look.
1. Suit Up
Oversized blazers are a cool girl staple that looks even better when worn as a set. Create a sleek and comfortable look by pairing an oversized double-breasted blazer with wide-leg trousers. While this ensemble looks great in neutral hues like black or navy, you can elevate your suit by opting for a subtle pinstripe pattern.
2. A Jumpsuit
On busy days, scanning your wardrobe for a matching top and bottom is the last thing you want to do. Enter the jumpsuit, a timeless and simple outfit option. Jumpsuits feel put together, but also give off edgy vibes when worn in an oversized silhouette. If you want to add a little more shape to your look, accessorize with a belt.
3. Track Pants and A Button-Down Shirt
This is the sporty chic look you’ll want to add to your wardrobe. Pairing wide-leg track pants with an oversized button-down shirt and sneakers is a simple outfit formula that will earn you major style points yet is extremely comfy. If wearing two oversized garments feels too relaxed for you, swap the track pants for high-waisted trousers to create more dimension.
4. A Maxi Dress
Wearing a baggy outfit in the summer calls for a breezy maxi dress. The relaxed silhouette still gives you that same billowy look as baggy trousers, but is slightly more sophisticated. A look fit for many occasions, you can keep it casual with sneakers and a crochet hat or dress up your maxi with strappy sandals and a straw bag.
5. Cargo Pants
It doesn’t get more early 2000s than baggy cargo pants. The nostalgic bottoms are effortlessly stylish and surprisingly practical. I mean, who doesn’t love pants with lots of pockets? While khaki cargo pants are the most versatile option, you can make this outfit your own by wearing a denim pair or going for a more vibrant color.
6. A Slouchy Sweater + Wide-Leg Pants
Slouchy sweaters aren’t just for cozy days on the couch. Pair an oversized knit sweater (pulled slightly off the shoulder) with wide-leg trousers and pointed-toe pumps for a look that strikes the perfect balance between polished and casual. Stick to a monochrome color palette for a more visually impactful ensemble.
7. A Maxi Skirt and A Bomber Jacket
Nail a ’90s-inspired look by opting for a maxi skirt and an oversized bomber jacket. A denim maxi skirt is a no-fuss option with a relaxed silhouette that still has some structure to it. When paired with a bomber jacket in a bold hue, this ensemble packs a bigger punch. Another variation of this ‘outfit to consider for a night out is a flowy slip skirt with an oversized leather jacket.
8. Baggy Jeans and A Trench Coat
Loose-fitting jeans are a staple that every person needs in their denim repertoire. They’re comfortable, versatile, and extremely easy to style. A plain white tee and a trench coat add a sophisticated element to baggy jeans, but they can also look fantastic with a crop top or a button-down shirt.
9. An Oversized Polo Shirt
If oversized trousers aren’t necessarily your cup of tea, that doesn’t mean you can’t try your hand at a baggy ensemble. For a preppy yet laidback look, consider slipping on an oversized polo shirt with your favorite pair of jeans and a statement shoe. A cream-colored polo will be the best foundation piece but a striped design can spice up more casual denim.
10. Bermuda Shorts and A Duster
A garment as controversial as capri pants, Bermuda shorts are a great option for a baggy outfit for spring. A classic denim pair can be dressed up with a duster, which adds more volume to these breezy bottoms. Complete your look with cowboy boots to achieve a Western aesthetic or add a glam twist with block-heel mules.
11. An Oversized Cardigan
An oversized cardigan is the ultimate cozy outfit. Pair a slouchy knit cardigan with a matching bralette and tights for a sleek look you can wear for any daytime outing. If you prefer slightly more coverage, toss on your cardigan over a maxi dress or use it as a standalone top with wide-leg jeans.
