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The Best Button-down Shirt for Big Boobs


Until recently, my lack of options for button-down tops was an accepted reality, established sometime in middle school, when I filled out a DD bra. As I became a bit more familiar with dressing for my shape—and my cup size went a few letters further into the alphabet—the only way to wear a shirt with a button front was to utilize a set of unspoken hacks: concealing safety pins behind and between the buttons to avoid gaping, styling it with camis so as to make a popped button seem intentional, buying it a couple sizes larger so I could have it professionally tailored to fit… Honestly, option three always seemed like too much work, but they’re all a lot of work for something many describe as a wardrobe staple. (Isn’t that supposed to be synonymous with “easy, effortless”?) So, when given the opportunity to test a new made-to-measure fashion brand that would, theoretically, solve this long-standing gripe, I couldn’t pass up the chance.

This past fall, Careste—a direct-to-consumer brand helmed by Celeste Markey, Elizabeth Rickard Shah, and Hilary Peterson—launched a line of shirts with the intention to provide an answer to ineffective sizing in the market. “When you look at Elizabeth, Hilary, and me, we all have such different bodies,” says Markey, Careste’s CEO. “How on earth could we ever think that a size 6 on one body is equivalent to a size 6 on another? When we tested our product and algorithm, we discovered that none of the women we measured had a body that fit within any one size on the typical size chart.”

PHOTO: Courtesy of Careste.

Careste’s Adela top, $325, available at Careste.

The algorithm Markey refers to is essentially what provides the fit for Careste products, one that’s more personalized than your typical 4, 12, or 20. In order to determine your size, the brand gathers eight measurements: shoulders, bust, bust point, sleeve length, waist, waist length, body length, and hips.

“The bust is actually the number one concern above any other measurement points,” says Shah, the brand’s creative director. “The majority of brands follow mass-produced standard sizing which does not take into consideration variations in body shapes and sizes and proportion differences from shoulders to bust to waist.”

My own experience determining fit was a bit different than the norm. I initially met with Markey and Shah to check out the debut collection, and Shah offered to measure me in person. However, it’s a task that’s easily completed solo with a measuring tape—one you own or one provided by Careste in a free-of-charge Fit Folio sent to your home. Still not confident? The brand can also schedule a fit consultation over Google Hangouts to make sure you’re getting the most accurate numbers.

PHOTO: Courtesy of Careste.

Careste’s Stingray, $395, and Adela, $325, tops.

It may seem a bit more arduous than your typical shopping experience, but it’s only done once (pending any significant weight loss or gain.) As Shah explains, that’s so Careste can make an individual pattern for every customer, allowing its factory to produce a shirt that’s couture-quality without a single in-person fitting. And the mild inconvenience early in the process can be worth it for a proper fit—at least, that’s what I concluded.

After collecting my measurements, I simply selected a style, which currently includes a small range of blouses, mostly button-down and in solid colors. (There are some limited edition prints.) I went for the Adela, a black button-down blouse with a subtle scalloped detail on the collar and cuffs—it’s classic, simple, and frankly, a piece I’ve never owned in the proper size.

PHOTO: Courtesy of Careste.

Careste’s Adela top, $325, available at Careste.

By the time I received my made-to-measure shirt (it typically takes about two weeks from order to delivery), I slipped it on right away to check for the most telltale sign of improper fit for someone with big boobs: gaping. There was none. In order to truly test it, I wore the top for an entire day to see what kind of adjusting it might need as hours passed, how comfortable it felt, how securely all the buttons stayed fastened, and if I liked the way it looked. The results were positive across the board.

Since the shirt was made to my specific measurements, I found the fit of the Adela to be a bit relaxed but still tailored. It had just the smallest bit of extra slack in the bust to make me feel secure. The waist fell at the perfect length to tuck into a pair of mid-rise jeans. Plus, the crepe de chine was a nice balance of light and soft but still opaque, and it didn’t wrinkle as quickly as other (admittedly, fast-fashion) silk tops I own. In all, it wasn’t a piece that required any fussing or extra thought on my part, which is ideal.

PHOTO: Courtesy of Gina Marinelli/@ginaalilbit.

Careste does offer one complimentary adjustment on any made-to-measure garment, which means I could have sent it back to nip in the waist or shorten the sleeves. I didn’t need that, but I still appreciate the option because, as one might expect with a practically couture piece of clothing, a Careste shirt does sell for a bit more than your average off-the-rack top: Prices range between $255 to $395 (mine was $325), placing it slightly higher than other popular button-down brands, like Equipment and Theory. Which ultimately raises the question: Is it worth it?

The answer, much like the fit of the pieces themselves, is very individual. For myself, this button-down is the best fitting one I’ve owned to date—and if we’re talking price per wear, for a timeless article of clothing, the small investment (in money and in time) seems worthwhile. If button-down tops aren’t your thing, Careste plans to eventually expand its business and algorithm to dresses, trousers, and more in the future.

PHOTO: Courtesy of Careste.

Careste’s Holloway top, $345, available at Careste.

As Markey describes it, the made-to-measure fashion business—which also includes brands like Fame and Partners for occasion wear and Margaux for shoes—is a new take on luxury: “We believe we are on the very leading edge of a massive shift in fashion.”

For myself, someone who’s accepted a reality of mediocre-fitting tops for way too long, it’s a change in perspective as well.

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