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.
The Canadian Tuxedo
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.
Denim Shirt
A good denim shirt is a wardrobe staple. Go a few sizes up to achieve that oversized look.
Ripped Loose Fit Jeans
Pair your oversized top with these relaxed fit jeans. The overall vibe is effortless and comfortable.
Strappy Leather Sandals
Strappy sandals add a summery element to any outfit. Transition from day to night by swapping out the sandals for a pair of pumps.
