The Outfit I Keep Reaching For

Some outfits are carefully curated. Others just come from a need to feel good. This one? It strikes the perfect balance between the two.

Lately, I’ve been gravitating toward the same pairing on repeat: my go-to pull-on wide-leg jeans and a laid-back pullover sweatshirt. It’s the kind of look that feels like an exhale—cozy, low-key, and effortlessly put-together (which, let’s be honest, is totally my vibe 🙂).

The Comfort of Pull-On Jeans

Let’s talk about the jeans. These aren’t your stiff, break-them-in jeans. These are pull-on, wide-leg, made-for-movement jeans with a stretchy waistband and a lived-in feel. Think of them as the ease of joggers with the silhouette of something you could actually style. The wide leg gives them shape and presence, while the pull-on waist keeps them flexible and easy — ideal for everything from travel days to working from the couch.

They’re soft, high-waisted, and move with you. No fuss. Just pure denim comfort.

Pull-On Wide-Leg Jeans by Anthropologie

Styled with a Pullover Sweatshirt

I tend to reach for sweatshirts that have just a little structure — maybe a dropped shoulder, a slightly cropped hem, or a soft vintage wash. Whether it’s a neutral tone or something bright and playful, the relaxed fit balances out the flow of the wide-leg denim perfectly.

Pullover Sweatshirt by Anthropologie (similar here and here)

Why This Combo Works

It’s the sweet spot between loungewear and “real clothes.” You could wear this to run errands, grab coffee with a friend, hop on a Zoom call, or even sneak in a casual dinner out — and feel like you tried, without having to try hard.

It’s cozy. It’s relaxed. It’s still stylish.

Ways to Finish the Look

  1. Shoes: White or beige sneakers, Birkenstocks, or even low block-heel booties if you're dressing it up just a bit.

  2. Accessories: Minimal jewelry (think hoops or a delicate necklace), a canvas tote or crossbody bag, and maybe a baseball cap or a messy bun to seal the deal.

  3. Layers: Add a jacket or long trench coat on cooler days to give the look even more shape and interest.

Sneakers by Adidas (similar here)

In Summary

There’s nothing better than finding a go-to outfit that feels like you. Pull-on wide-leg jeans and a pullover sweatshirt check all the boxes: comfort, ease, style, and versatility. It’s casual done right — the kind of combo you’ll reach for over and over again, and never get tired of.

Trust me, once you put it on, you won’t want to take it off.

FTC: Not Sponsored

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5 Easy Tops to Pair with Light Wide-Leg Denim This Season