Oversized Sweater Outfits

It’s officially oversized sweater season! But don’t get stuck wearing yours the same exact way! These five oversized sweater outfits will help you mix it up, and give you fresh inspiration for the cooler weather ahead.

Oversized Sweater Outfits

Oversized sweaters are a staple in my fall and winter wardrobe, but I found myself only reaching for them with leggings! So, I was thankful when one of my IG followers requested a style session, sharing how to wear an oversized sweater multiple ways!

The exact sweater that I’m styling is from my recent Walmart try on session! It was one of my favorite finds from that order. In fact, I bought it in two colors! It does fit true to size and is incredibly soft with a 100% cotton construction. Let’s get to the outfits!

Layered Sweater Over a Dress Outfit

I’ve shown this trick before (most recently in my five fall dress outfits post). But it’s a layering technique worth repeating, especially to extend the life of your fall dresses! To achieve the look, wear a belt over your dress and then tuck in your oversized sweater. I find this works best with dresses that have a defined waist. For example, this one has a smocked fitted top!

Virginia influencer, Lauren Dix, shares five ways to wear an oversized sweater for fall and winter.
Sweater (TTS) | Dress (TTS) | Boots (TTS)

Oversized Sweater and Leggings

Always-a-classic, you just can’t go wrong with a leggings look with an oversized sweater! To keep it more modern, I paired it with combat boots and a felt hat. But you could easily change the vibe with sneakers for everyday, heels for nighttime, or a flat for a dressy-casual look!

Virginia influencer, Lauren Dix, shares five ways to wear an oversized sweater for fall and winter.
Sweater (TTS) | Leggings (size up) | Boots (TTS) | Hat (one size)

Oversized Sweater and Skinny Jeans Outfit

Another timeless pairing, skinny jeans do a great job of balancing the proportions of an oversized sweater. For the shoe, I went with a western boot, but the shoe options are endless. Sneakers, booties, over the knee boots, knee high boots, or flats would all work here!

Virginia influencer, Lauren Dix, shares five ways to wear an oversized sweater for fall and winter.
Sweater (TTS) | Jeans (size down) | Similar Boots

Jogger Pants and Oversized Sweater

When winter hit last year, this outfit combination was my go-to. It’s cozy and feels more put-together than sweats but is just as comfy! Go for a slimmer jogger and be sure to front tuck to keep your waistline! Hello, comfy casual perfection.

Virginia influencer, Lauren Dix, shares five ways to wear an oversized sweater for fall and winter.
Sweater (TTS) | Jogger Pants (TTS) | Sneakers (TTS)

Straight Leg Denim and Oversized Sweater Outfit

Since straight leg jeans are the rage this year, I had to include them in my oversized sweater outfit ideas! Since they are wider in the leg, I recommend tucking in the sweater. It will help create some definition! Pair with chelsea boots like I did here, flats, or booties!

Virginia influencer, Lauren Dix, shares five ways to wear an oversized sweater for fall and winter.
Sweater (TTS) | Jeans (size down) | Boots (TTS)

Want even more outfit inspiration? Be sure to check out my style session series, where I style one item in my wardrobe multiple ways!

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