Oversized shirts are my go-to off-duty staple; I often find myself perusing my boyfriend's side of the closet in search of that perfect menswear shirt. Don't get me wrong, I love crop tops, bodysuits, turtlenecks, any constricting (but cute) style—but sometimes comfort is key. There are days when a big, billowy shirt is the only thing I want to wear. But styling an oversized shirt can get tricky; no one wants to look like they're headed to bed. Below, I've broken down how to wear an oversized shirt in a few different ways. Whether you're stealing your boyfriend's flannel or rocking an old band T-shirt, there are so many different ways to style this piece.
This is my personal favorite off-duty look. You can't go wrong with double denim, in my opinion. This look is season-less—swap out the sandals for boots and add your favorite jacket as we head into fall.
A good denim shirt is a wardrobe staple. Go a few sizes up to achieve that oversized look.
Pair your oversized top with these relaxed fit jeans. The overall vibe is effortless and comfortable.
Strappy sandals add a summery element to any outfit. Transition from day to night by swapping out the sandals for a pair of pumps.
Dress things up with this gold chain necklace—the perfect final element.
Your boyfriend's shirt, but make it chic. This flannel and oversized T-shirt combo is casual and cool.
Start with a basic black T-shirt (oversized, of course).
This shirt is called the "ex-boyfriend" shirt for a reason. This oversized flannel looks like it came straight from his closet.
Offset your oversized top half with a pair of body-hugging Bermuda shorts.
These stappy sandals add a feminine touch to a menswear-inspired outfit.
Finish off the look with some cool sunnies.
Have some fun with a bold print. Wear this shirt open for an easy, breezy look. Offset the boxy shape with a feminine bralette and straight-leg jeans.
If you're looking to experiment with print, try tie dye—it's one of this season's biggest trends.
This knit bralette adds a sexy touch when worn underneath the boxy shirt.
Add a pair of straight-leg white jeans to complement the tie-dye shirt.
Finish things off with a comfortable pair of square-toe sandals.
Liu Han's outfit is model off-duty perfection, and it's very easy to recreate. Perfect for girls on the go, this look is super cool and comfortable. Throw on a leather jacket, strappy sandals, and some bold jewels to spice things up for the evening.
Start with your base: This oversized, vintage-inspired band T-shirt is perfect for that off-duty look. (Pro tip: Know at least one of the band's songs, just in case.)
Pair your band T-shirt with these RE/DONE high waisted jeans, a favorite among It girls.
Add a Western-inspired belt to will highlight your waist.
Add a chunky dad sneaker, another model off-duty staple.
Stay hands-free with this black mini backpack with sleek chain details.
Try out some bold volume with a balloon sleeve top. Style your ultra feminine shirt with leather bottoms to give the look a bit of an edge.
This Cecilie Bahnsen top cinches in at the waist and billows out. It's oversized without completely losing shape.
Pair your flowy feminine top with a sleek pair of black-coated jeans. The leather look is edgy and suitable for a night out on the town.
Add a pop of color with these Bottega Veneta blue sandals.
Transition into the evening with this crystal bag—another great way to add a pop of color to your look.
Nothing screams "classic" like a crisp white button-down. If you're tired of the same old sundress, try out an oversized button down and a pair of linen pants. The look is breathable, comfortable, and chic.
Try wearing this top with a few buttons open, since this look is a loose one.
Pair these cream linen trousers with your white top for a great neutral look.