How to Style an Oversized Sweater: 5 Easy Stylist Tips!

Winter is here and the time for oversized sweaters have arrived. You may constantly be asking yourself how to style an oversized sweater this time of year. I am happy to be your style guide today and give you some of our favorite styling tips for this cozy and chic trend. 

5 Tips on How to Style an Oversized Sweater

Whether you’re looking for tips on how to style an oversized sweater with jeans or the best way to pair it with accessories, I’ve got you covered. Follow these five quick and easy style tips to become a pro at putting together oversized sweater outfits.

1. Trust the tuck.
2. Break it up.
3. Show off your feminine side.
4. Keep it comfy on the top and bottom.
5. Play with patterns.

1. Trust the tuck.

When in doubt, tuck it out. When sticking to the classics, a neutral oversized sweater and some light-wash denim, you don’t need much more than a front tuck to complete the look. All you need is a small bit of the front tucked in to still allow your figure to show. 

image: @collectivelyvalerie

Best Oversized Sweaters to Front Tuck

Here are some of my favorite oversized sweaters to pair with jeans… and front tuck, of course!

2. Break it up.

Maybe the front tuck isn’t your thing, but you are still looking for a way to style your oversized sweater. Try breaking up your top and bottom by throwing on a belt, or even better, belt bag to complete your look. Accessories are a great way to also add color to your look if you tend to stick to neutrals or darker pieces. 

photo: @herecomesjennyboomboom

Best Belt Bags to Pair with an Oversized Sweater

If you’re ready to try out the belt bag trend, here are some go-to belt bags to pair with your oversized sweater.

3. Show off your feminine side.

Leave it or tuck it – you can’t go wrong with either option when styling your oversized sweater with a skirt or dress, but keep in mind that a thinner fabric may be your friend with this trend. If you’re feeling your feminine side, throw on a midi skirt with your oversized sweater and some heels. Try a shorter oversized sweater if you’re going for the un-tucked look or a longer one if you’re looking to try out the front tuck.

photo: @chicksandsalsablog

Best Skirts and Dresses to Pair with an Oversized Sweater

Here are three top-selling skirts. The best part about these skirts is their versatility. Not only do they pair perfectly with oversized sweaters, but you can dress them up with a blouse or down with a graphic tee too!

4. Keep it comfy on the top and bottom.

When it comes to comfort, most of us know we want a cozy option but don’t know how to style an oversized sweater without looking frumpy. Simple answer? Pick tighter bottoms to pair with your oversized top.

Leggings or bike shorts are the perfect comfy bottom to wear with your cozy oversized sweater without letting your look get too relaxed.

photo: @chateaux_and_clothes

Best Leggings and Biker Shorts to Pair with an Oversized Sweater

Leggings and biker shorts aren’t just for working out. (Although, if you’re ready in the mood to work up a sweat, we’ve pulled together a list of The Best Women’s Leggings for Every Workout.) These active bottoms also pair flawlessly with cozy, oversized sweaters for a comfy-not-frumpy athleisure outfit.

5. Play with patterns.

All you need in life is your favorite pair of denim, a beanie, and oh yeah – your oversized sweater. These timeless pieces can always pair together for a brisk winter day, but to add a bit of personality to your look, try a patterned oversized sweater next time. Color-blocking is a great alternative to a solid color (or show off your wild side with some animal print, camo, or whatever print your heart desires!) 

photo:  @monicamkegley

Best Patterned Oversized Sweaters

Patterned sweaters are some of our best sellers! Here are some of stylists’ favorite oversized patterned sweaters.

Well there you have it, five different tips for the question you have been asking yourself this season, “how do I style an oversized sweater?!” Now that you have so many tips and tricks up your oversized sleeve, the challenge will be planning out your outfits throughout the week to try them all.

With the temps dropping, the need for oversized sweaters is ramping up. Request one in your Style Edit today!