Source: Photo by ali Shot80
Wearing oversized shirts is a trend we can get behind. From baggy button-downs to tucked-in graphic tees, they’re loose, comfortable, and endlessly versatile.
Thoughtlessly tossing on an oversized top could look messy, but with the right know-how, you’ll nail hundreds of fashionable looks.
Discover how to wear oversized shirts and explore 12 unique outfit ideas for every mood and occasion.
There’s no “correct” way to wear an oversized shirt, but these 12 outfit ideas can help you get creative and find your personal style.
Note that while these outfits are excellent options for everyone, we’ll be looking specifically at female stylings for oversized shirts.
A classic way to wear an oversized shirt is simply tying a knot at the front or on one side. This casual style works with both classy button-downs and worn but loved graphic tees.
A knotted oversized tee looks great with high-waisted leggings to accentuate your curves or low-rise pants to evoke a crop top vibe. We’ve also seen chic maternity looks that layer one shirt over another and knot the top one above the belly.
An oversized shirt already makes an excellent shirt dress, but cinching it in the middle creates a silhouette-boosting structure.
Accessorize a baggy shirt with anything that ties in at the waist—we recommend your favorite belt or corset top. If you’re into preppy fashion, try a vest or tie.
We love this style on petite frames because it tucks the shirt up so it doesn’t fall too far on shorter legs.
Ready for fall fashion? An oversized flannel shirt over a turtleneck or sweater is perfect for a trip to the orchard or a casual Sunday brunch. To create the perfect complementary blend, try a red plaid button-down over a solid white tee.
Complete the look with a pair of skinny jeans, a light scarf, and simple brown boots.
One of our favorite oversized shirt outfits is shorts or a mini skirt peeking out underneath a loose, baggy top. This fun, casual vibe is perfect for summer when it’s too hot for long pants, so try it with a pair of open-toe sandals for a breezy look from top to bottom.
To achieve this look, tuck in the front of an oversized shirt and let the rest of the fabric “waterfall” out the back. This technique is an easy way to add sophisticated flair to a simple white button-down and slacks.
The French tuck is a go-to oversized shirt style for women, but fashion in South Korea and Japan shows that it looks great with a more masculine or androgynous look, too.
Torn between a conservative look or showing some skin? Get the best of both worlds by wearing an open oversized button-down over a crop top. This breezy, sexy style looks great when paired with high-waisted pants or shorts. On a hot day, you can also wear this to the beach and just swap the crop top for a bikini.
Knowing how to style oversized shirts with jeans gives you access to hundreds of looks that use the classic denims already in your closet. Try pairing a neutral-toned oversized blazer with your favorite pair of blue jeans for a casual look with some structure.
Another great option is an oversized button-down half-tucked into a pair of jeans. Undo the bottom two buttons and let the left or right side of the shirt hang out for an asymmetric look that’s gorgeous on everyone.
We’ve mentioned French tucks and half tucks, but how about a full tuck? Try tucking in your oversized shirt all the way around while letting the fabric billow for a loose, breezy style. This looks great with a simple baggy tee, jean shorts, and white sneakers. And you could dress up your tee with a few patches made from a heavily worn shirt to make this look more grunge.
An oversized tank top or muscle shirt is a sporty, casual look ideal for a beach or gym day. We think this style goes perfectly with loose shorts or drawstring joggers.
No oversized tanks in your wardrobe? With a few modifications, you can turn an old tee into a tank top!
You can easily accentuate that baggy shirt style without any tucking or cinching. A baggy shirt that reaches mid-thigh or lower looks amazing with tall boots that nearly reach the hem. Black and white tones work great for an outfit like this to create a simple, classy, and timeless feel.
You can’t get more effortless than just slipping a shoulder out the neck of your oversized shirt. The asymmetric style is compatible with all kinds of looks, including trendy, modern outfits or something more retro.
This look can also create a flower-child vibe. Boho/hippie brands like Free People love accentuating bare shoulders, so browse their items for inspiration.
Embrace the retro style of denim-on-denim. An oversized denim jacket with jeans looks casually cool and offers endless possibilities for mixing and matching. For example, pairing acid wash jeans with a denim jacket that has punk rocker holes looks worlds different from combining two spotless dark wash pieces.
We also love a denim shirt dress and a pair of jean shorts underneath, perfect for a summer day or warm fall afternoon.
You can style oversized shirts in dozens of unique ways to suit different tastes, moods, and body types. These versatile shirts let you use everything in your closet—even that old baggy tee you can’t bear to part with.
ThredUp is the perfect place to find oversized shirts and anything you need to complete the look, like jeans, skirts, and crop tops. Use our improved Search feature to build unique looks that match your personal style. For example, instead of relying on rigid keywords, you can search more broadly for “bold oversized shirt.” Our tool gives you a massive selection of striking patterns and bright colors in the silhouette you’re looking for.
Try ThredUp today and see where thrifting takes you!
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