Womens/Clothing/Tops/Blouses & Shirts
Top 10 Boyfriend Button-Down Shirts

The Internet Loves These Oversized Button-Down Shirts For Work And Play

The Internet Loves These Oversized Button-Down Shirts For Work And Play

When it comes to closet essentials that scream chic, boyfriend button-downs top our list every time. The classic shirt is often overlooked, but if you ask us, it's one of the most important wardrobe staples out there to own. The oversized fit gives it all the appeal of that on-trend, borrowed-from-the-boys aesthetic, but it also manages to deliver that chic, feminine sophistication at the same time. Not to mention the fact that it's basically a blank canvas, making styling a total breeze. You can pair this top with leggings, boyfriend jeans, or even dressy joggers, and you've got yourself one insanely easy yet stylish look. With that in mind, we found the Top 10 styles you can buy (starting at $20 nonetheless).

How We Found The Best Boyfriend Button-Downs:

To round up this list, we utilized our data-driven algorithm that factors in user reviews, best-seller lists, editor recommendations, and more. From sophisticated stripes to crisp and clean whites, keep scrolling to discover the best boyfriend button-downs you can buy.

Next up, check out the 10 Best White Button-DownsOpening image: everlane.com

FacebookEmail icon
February 3, 2022

Words:Rank & Style

Product Expert:Georgia Jones

Top 10 Lists serve as unbiased shopping guides to the most trusted product recommendations on the internet. Products are scored and ranked using an algorithm backed by data consumers find most valuable when making a purchase. We are reader-supported and may earn a commission when you shop through our links.

The Rankings

Gap 100% Organic Cotton Big Shirtgap.com

Gap 100% Organic Cotton Big Shirt

Our Score2.91

WHY IT MADE THE LIST: Gap always seems to nail it when it comes to wardrobe staples, and this oversized shirt is no exception. The organic cotton is crisp and polished but still soft and comfortable, and it looks just as great with denim shorts in the summer as it does with pants in the fall and winter.

WHY WE LOVE IT: "I've had a lot of white button-downs over the years, but this one is easily my favorite. It's big and boxy without looking sloppy, and you really can't beat the price for the quality."—Kate Ferris, Associate Editor

More Colors

A New Day Long Sleeve Button-Down Boyfriend Shirt

Our Score3.12

WHY IT MADE THE LIST: With its polished silhouette, this easy-to-wear shirt looks a lot more expensive than $25. We recommend snagging it in multiple colors.

USER REVIEW: "This is THE perfect button-down top ever. I love the balloon-fit sleeves, the material isn't thick or stiff, and it transitions well from day to night. Worth every bit of $25 bucks."

More Colors


Universal Thread Raglan Long Sleeve Button-Down Shirt

Our Score3.15

WHO IT'S FOR: If you're on the hunt for an affordable buy you can stock up on, look no further. This trusty button-down from Target rings up at just $20 and comes in six colors, so you can buy all of them without feeling guilty.

ADDITIONAL THINGS TO KNOW: This relaxed-fit shirt is made with a touch of lyocell, making it one of the softest options in the bunch.

More Colors


Goodthreads Washed Cotton Boyfriend Shirt

Our Score3.16

WHY PEOPLE LOVE IT: There's something so classic about a pinstripe button-down, and this 100% cotton pick offers the perfect balance of tomboy and feminine.

STYLE WITH: Wear it with a pair of high-waisted skinny jeans and flats.

More Colors

J.Crew Relaxed-Fit Washed Cotton Poplin Shirt

Our Score3.46

WHY PEOPLE LOVE IT: This monogrammable poplin shirt has so many little details that make a big difference—think a long, oversized silhouette, chambray piping, and just a touch of blue for a lived-in, vintage feel.

ADDITIONAL THINGS TO KNOW: This shirt is available in petite, tall, and regular sizing options and comes in sizes 00-24.

Treasure & Bond Oversize Button-Up Shirt

Our Score3.46

WHY IT MADE THE LIST: From the crisp cotton to the perfectly oversized cut, this button-up shirt totally nails it. Bonus points for the non-see-through fabric and chic high-low hem.

USER REVIEW: "This top is everything! It's so hard to find a white button-up shirt that isn’t see-through, and this one is it! Love the oversized look and fit. You can dress it up or down. Perfect for all year round. 10/10."

Everlane The Relaxed Oxford Shirt

Our Score3.52

WHY IT MADE THE LIST: Everlane made this shirt with the same fabric used in its beloved men's button-downs, so it truly has that authentic, borrowed-from-the-boys feel. Plus, it's made with organic cotton, which is better for the soil and water and safer for workers.

ADDITIONAL THINGS TO KNOW: This shirt isn't quite as oversized as the others on this list, so we recommend sizing up if you truly want a boxy fit.

More Colors

Eco friendly

Eco Friendly

SummerSalt The Perfect Boyfriend Shirt

Our Score3.58

WHY IT MADE THE LIST: We’re all just trying to achieve that sexy, I-just-borrowed-this-from-my-beau look. Well, we’re excited to proclaim that this blouse will make that dream come true for you.

USER REVIEW: “When they call this perfect, believe it! I'm pretty skeptical in general, but the first time I wore this, I felt chic, stylish, and comfy. Even untucked, it was not at all sloppy.”

More Colors


Everlane The Silky Cotton Relaxed Shirt

Our Score3.65

STYLE WITH: This relaxed-fitting shirt is going to look great with any bottom of your choice, but we'd pair it with stretch trousers for an easy WFH look.

USER REVIEW: "This shirt is comfortable, breezy, and so, so soft. Not only can you spend all day in it, but I feel like it would also be comfortable to sleep in. The color is beautiful."

More Colors

Eco friendly

Eco Friendly

AYR The Deep End

Our Score4.12

WHY IT MADE THE LIST: Approved by multiple staff members at Rank & Style, AYR's white button-down is the best in the biz. The fabric is soft but sturdy, and it has a perfectly oversized fit that makes any bottom look chic.

AS SEEN ON: Oprah is a major fan of this button-down. It's made multiple appearances on her personal Instagram account, and it was even featured on the cover of her magazine last summer.

More Colors

Straight-to-the-point emails to make finding what you love even easier.