Baggy jeans are the foundation of modern menswear streetwear. The challenge is styling them so they look relaxed on purpose. These eight outfits work every time.
1. Boxy tee + wide-leg jeans
The simplest and best. A boxy tee like the Unisex Vintage Wash Boxy T-Shirt over the Men’s Vintage Wash Wide Leg Jeans creates one long, relaxed line.
2. Hoodie + baggy jeans
A heavyweight hoodie gives the outfit weight on top. The Unisex Heavyweight Vintage Wash Boxy Hoodie (420 gsm) is the one to start with.
3. Soccer jersey + light-wash denim
Blokecore at its best. A boxy jersey like the Unisex Striped Mesh Boxy Soccer Jersey looks sharp against faded jeans.
4. Baseball jersey open over a tee
Unbuttoned, the Unisex Oversized Baseball Jersey becomes a light layer. Keep the tee underneath plain.
5. Denim jacket + denim jeans
Double denim works when the washes differ. See our double denim guide.
6. Long sleeve layered tee
The Unisex Vintage Wash Layered T-Shirt gives the layered skater look in one piece.
7. Tank top in summer
A loose tank like the Raw Edge Cotton Tank Top with baggy jeans and slides is a clean warm-weather fit.
8. All-black barrel leg
Try the Men’s Vintage Wash Barrel Leg Jeans with a black tee for a sleek, modern silhouette.
Rules for baggy denim
- Let it stack. A little bunching at the ankle is right. If the hem drags on the ground, it's too long.
- Choose chunky shoes. Skate shoes, retro runners and high-tops balance the wide hem.
- Keep the top relaxed. A tight top with very baggy jeans looks unbalanced on most guys.
Choosing your wash
The wash changes the whole mood of an outfit. Light wash is relaxed and summery, and it's the classic skate look. Mid wash is the most versatile. Dark or black wash is cleaner and dresses an outfit up. If you only own one pair of baggy jeans, choose mid or light vintage wash.
Our men's denim covers all three. The Men's Vintage Wash Wide Leg Denim Jeans comes in two washes (see the second wash here) and sits at a heavy 465–470 gsm, so the wide leg holds its shape and drapes in clean folds.
Belts, cuffs and stacks
- Belts: a simple belt keeps baggy denim sitting where you want. Let the tee hang over it.
- Cuffing: a single wide cuff shortens long jeans and shows off your socks.
- Stacking: two or three soft folds above the shoe is ideal.
Baggy jeans by body type
Shorter guys should keep tops slightly shorter or tuck the front so the legs look longer. Taller guys can go fully oversized top and bottom. Broader builds look great in straight-wide cuts like the Men’s Vintage Wash Demin Jeans, which give room without excess fabric.
FAQ
Should I size up for baggy jeans?
No. Buy your waist size in a baggy cut. Sizing up only makes the waist gape and needs a belt.
Are baggy jeans still in style?
Yes. Relaxed and wide-leg denim has been the dominant streetwear silhouette for several years and continues to evolve with new shapes like barrel legs.
What tops should I avoid?
Very tight, short tees and slim-fit shirts. They make the jeans look like a sizing mistake.
Can I wear baggy jeans to work?
In a casual workplace, a dark wash with a polo or clean overshirt looks sharp. See polo shirts in streetwear.
Find your pair in the jeans collection. Every order ships free in the US.