The Ease of An Oversized Shirt – Here Are My Favorites

Fully embraced by womenswear, oversized shirts have become the preferred everyday top. Traded in by fitted tees and more versatile than crop tops emerges oversized shirts as the functional and chic winner. It’s hard not to see the appeal. With their dynamic silhouette and ease of wear, oversized shirts make for an effortless pairing with wide-leg pants, baggy jeans or your favorite joggers. 

Less is more, but the style pairings you get with oversized shirts are worth the additional fabric. I have my fair share of these tops varying in patterns and material. While previous versions of the oversized shirt felt way too big on me or incongruent with my skinny jeans obsession in the late 2000s, I am thankful that we have finally found our groove.

So let’s get to it, I narrowed down a few chic options that are versatile enough for enough closet. Thank me later.

I share things I enjoy with all of you. If you happen to buy, I may earn a commission when you use the links in this post (at no cost to you).

Classic White Button Down

Frankie Shop Kat Shirt

Consider this classic top your new go to for day time or happy hour. The sophistication and ease of a white button down is timeless, and looks even better with denim. Wear with layered necklaces and a bold lipstick for a night out with your girls or a date.

Striped

J. Crew Étienne Oversized Shirt

There’s no denying why this oversized shirt is a top seller at J.Crew. This 100% cotton is structured yet breathable. Pairs well with gold accessories and dark wash denim.

Denim

Mango Chest-Pocket Denim Shirt

For the girls who enjoy a Canadian tuxedo, look no further. This chest pocket denim shirt is perfect for your next denim on denim pairing. If you are wondering what else does this shirt go with? Everything!

Graphic Tee

Urban Outfitters BDG The Feast T-Shirt Dress

Urban Outfitters is long known for their graphic tees. Their collection of graphic tees are soft, not prone to fading and offers a variety of unique designs. This t-shirt dress can pair well with a cropped jacket and tennis shoes.

Leather

Calvin Klein Faux Leather Shirt Jacket

For an edgy look, without the work, this faux leather shirt is an elevated transition piece you need this Spring. This is a go-to semi casual date night look that looks great with skinny jeans or lace stirrup leggings. The glossy leather will naturally lend itself to night time occasions, but who’s to say this shirt can’t also be worn during the day?

Related: Discovering The Best Ways To Build Your Dream Closet

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I hope you find this oversized shirt guide helpful! If there’s one thing that has weathered the additions and changes in my closet over the years, it has definitely been my collection of oversized shirts. Let me know in the comments how you style oversized shirts.

Live abundantly,

Bethany

Hi! I'm Bethany

Bethany is a data analyst and the founder of Styles and Script. She holds a Master in Public Health and has years of experience in data management and statistical analysis. She is a visual storyteller based in NYC that focuses on sharing narratives related clothing, curls and code. Bethany is focused on cultivating a space that encourages her community to embrace technical and creative skills in a way that is purposeful and impactful.