5 Ways to Style Baggy Jeans for Every Occasion

Baggy jeans are the most comfortable thing in your closet, and the easiest to get wrong. The trick is simple: when the bottom half is loose, give the top half some shape.

1. White shirt and sneakers

The off-duty look that never fails. A crisp, slightly oversized white shirt, half tucked at the front, with clean white sneakers.

• Baggy jeans
• Oversized white shirt
• White sneakers
• Sunglasses

Make it work: tuck just the front of the shirt and roll the sleeves twice. That is all the styling it needs.

2. Chunky sweater

Peak weekend. A chunky cream knit over baggy denim sounds like too much fabric, but it works when the sweater ends near your hip.

• Baggy jeans
• Cream chunky sweater
• Sneakers
• Big bag

Make it work: tuck one corner of the sweater into the waistband so you do not lose your shape completely.

3. Blazer and heels

For dinner and drinks. Dark baggy jeans with a sharp black blazer and pointed heels is the easiest night out outfit there is, and you can still sit down comfortably.

• Dark baggy jeans
• Black blazer
• Pointed heels
• Small shoulder bag

Make it work: pick a pair long enough to almost cover the heel. The line makes your legs look a mile long.

4. Hoodie and trench coat

Sporty and smart at once. A grey hoodie under a trench is a street style favorite for a reason: it is warm, relaxed and looks deliberate.

• Baggy jeans
• Grey hoodie
• Beige trench
• Chunky sneakers

Make it work: pull the hood out over the trench collar and leave the coat open.

5. Vest and loafers for work

Yes, you can wear baggy jeans to the office. A buttoned tailored vest and loafers make them look intentional. Stick to a dark, clean wash with no rips.

• Dark baggy jeans
• Tailored vest
• Loafers
• Structured bag

Make it work: add a belt. It is the detail that turns jeans into an outfit.

Shop the outfits

Wide-leg jeansThe base of half these outfits.See it on AmazonOversized blazerMakes jeans look planned.See it on AmazonTrench coatTen years of wear if you buy well.See it on AmazonOversized hoodieSize up for the relaxed fit.See it on AmazonWhite sneakersGoes with all of it.See it on AmazonChunky loafersSmart, and kind to your feet.See it on AmazonChunky sneakersBalances wide-leg pants.See it on AmazonCrossbody bagHands free and never out of place.See it on AmazonWhite crew socksScrunched over leggings or with loafers.See it on Amazon

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How to choose the right pair

• Rise: high rise is the most flattering and stays put when you sit.
• Length: the hem should graze the floor in the shoes you wear most.
• Wash: light wash for casual, dark indigo for work and evenings.
• Fit at the waist: it should fit without a belt. Baggy is for the leg, not the waistband.

Common mistakes, and the fix

• Oversized top and oversized bottom with no shape. Tuck, crop or belt one of them.
• Hems dragging in the rain. Take them up half an inch or cuff them once.
• Tiny shoes. Baggy jeans swallow dainty flats. Choose a shoe with some weight.

More outfit ideas: surf and skate style and lazy day college outfits.