8 Baggy Jeans Outfits That Confirm the Trend Is Here for Good

This article is about baggy jeans outfits.

I have been thinking about baggy jeans outfits for most of this year, and not in the way people usually mean when they say they have been thinking about a trend. I mean I have been watching how real people are wearing them on the subway, at the bodega on the corner of my block, at the gallery openings I drag my boyfriend to on Thursday nights. The reference here is not the 2002 Von Dutch era, it is something softer, more considered, more grown.

What I keep seeing is women treating baggy jeans the way their mothers treated a good black trouser. Anchor piece, wear constantly, build the rest of the look around it. The difference is that the proportions are now the point, a barrel leg, a low slung waist, a pool of denim over a flat shoe, and suddenly the same white tee you have worn a hundred times reads like an outfit.

Below are eight baggy jeans outfits I keep coming back to, each one pulled from a different girl on the internet I cannot stop obsessing over.

8 Baggy Jeans Outfits For Women

1. Henley + Barrel Jean + Loafer

The henley is the sleeper hit of this whole rotation. Most people reach for a tee with their baggy jeans and stop there, but the three button placket does something the tee cannot, it gives the eye a small vertical line to follow and keeps the top half from getting swallowed by all the denim below.

2. Leather Jacket + Barrel Jean + Pump

A baggy jean with a pointed pump is the kind of move I saw in a Céline lookbook from the Phoebe era and filed away for later. The leather jacket on top keeps the whole thing from looking like you are trying to be a grownup. It is an outfit for walking into a bar in Bushwick on a Thursday and knowing the bartender will pour you a drink before you order.

3. Boxy Knit + Lo-Rise Baggy Jean + Structured Bag

People are sleeping on the boxy knit as a baggy jean partner. A boxy sweater cropped at the exact point where the low slung waistband sits is is a proportion trick I picked up from Scandinavian girls dressing for deep winter.

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4. V-Neck Sweater + Low Slung Jean + Slingback

A slingback with baggy jeans is the move people do not expect to work, and then it does. The v-neck cashmere gives the torso a little shape so the jean can do all the slouching without the whole look tipping into sloppy territory. Add a tiny top-handle bag for the perfect accessory.

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5. Polo Sweater + Relaxed Jean + Slide

There is a specific energy to a polo collar sweater with a relaxed dark jean that feels rooted in the 1990s Helmut Lang years, when nobody was trying to look dressed up and somehow everyone looked better for it. The slide is the secret weapon, it reads as put on purpose without any actual effort.

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6. Stripe Tee + Baggy Jean + Sneaker

Everyone says baggy jeans with sneakers is the easy formula, and they’re right, but matching the tee to your sneakers is what makes it actually fun. It’s also one of those outfits that makes getting dressed for school feel a lot less boring.

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7. Oversized Tee + Baggy Jeans + Flip Flops

Summer baggy jeans outfits live or die by the weight of the denim. This lightweight pair from Rag & Bone styled with an oversized Skims tee and red flip flop is the perfect combo. The Dragon Diffusion bag (the woven one everyone has been quietly buying) is chic and big enough to run errands with.

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8. Scoop Tank + Wide Leg Jean + Sandal

A scoop neck tank with a wide leg jean is the outfit I keep coming back to on the days when I want to look like I spent five seconds thinking about it and still land somewhere decent. A flat sandal and a pair of oversized sunglasses and the whole thing is done before you have finished your coffee.

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Why Baggy Jeans Outfits Are Not Basic

Baggy jeans outfits work because they leave room for personality in a way few other basics do. The denim sets the tone, but it is the styling around it that really shapes the look. A striped tee, the right sneakers, a cropped sweater, or a sharper jacket can take the same pair in completely different directions. That is what makes them so good right now. They are easy to wear, but they never have to look predictable. Even the most casual version still gives you space to show your point of view, which is why they keep earning a place in the rotation.

At Currently Popular, we think baggy jeans should look relaxed, but never accidental, because the best outfits always have a little more thought behind them than they let on.