4 Bra-Fit Experts Dish On The Best Bras For YOU

Bras — it's likely you wear one every day, so you're probably well aware of both the pain and glory that comes with either a poor-fitting style that slips off, pinches, or just doesn't work versus the winners that are like, Ahhhhh. So, if your intimates drawer currently plays host to a high occupancy of those losers, it's time to kick out the underperformers and boost the number of your MVPs.
With the utmost concern for the comfort of your boobs, we assembled an all-star team of bra experts from four of our go-to lingerie shops: Journelle, True&Co., Wacoal, and Only Hearts. We huddled together to hash out the most important pointers you need to find the best fitting undergarment for cup sizes A through D-plus and then came up with the very best picks for five key occasions. This dream team of top brassiere purveyors knows its stuff, so read on. After all, you may find yourself with a little extra pep in your step, courtesy of your new favorite bra. And, that's a perk we can't deny.
Advertisement
Photo: Courtesy of Journelle.
1 of 20
Third to Fifth Date
This is the date (but, really, it's whatever number you choose) where you might have an inkling that the bra could be seen — and we don't mean by the inside of your pretty blouse.

A
"If you need a little lift, this bra is here for you! Smooth, patterned cups make this bra a functional basic, while the rich shade of red adds the perfect touch of sexy that's meant to be seen." —Michelle Lam, founder and CEO of True&Co.
2 of 20
B
"This lacy, décolletage-framing shape is flattering on most sizes but gives a smaller bust a lift. Bonus points for being sheer." —Claire Chambers, CEO, Journelle

Passionata Glamorous Demi Bra, $62, available at Journelle.
3 of 20
C
"It’s hard to feel flirtatious when your bra is pinching you, but you'll never have that problem with the light-as-air Whisper Underwire Lace Trim Bra. It's great for showing off a little sex appeal while keeping things comfy." —Helena Stuart, designer, Only Hearts
4 of 20
D
"When what’s under your clothes counts just as much as the outfit, you don’t need to sacrifice support for sexiness. This floral, lace-covered, demi-cut style features a dramatic petal neckline and a lightly lined cup for added shape and opacity, so you can decide just how much you want to reveal." —Dawn Kenney, Wacoal America national consultant
Advertisement
5 of 20
Working 5-to-9
Oh, Dolly, you totally get it. The grind, what a way to make a livin'. On those 9-to-5 days — or those even more grueling 5-to-9 days — you need something comfortable and with full coverage to keep you secure while you're busting your butt.

A
"Comfort and support are not mutually exclusive when it comes to Stella McCartney's soft bras. Anyone from A to D cups can wear this style, but we especially love it for smaller busts. As gorgeous as it is flattering, the Scarlett Weaving is a great go-to, everyday bra. Add the high-waisted knickers, and you're pencil-skirt-ready." —Claire Chambers
6 of 20
B
"One of our most popular bras for everyday wear and perfect for those who are always on the move. Our Second Skins fabric is smooth to the touch, creating no lines under even the thinnest garment. The underwire gives support while the racerback straps keep everything in place." —Helena Stuart
7 of 20
C
"When you’re pounding the pavement, the last thing you want to be worried about is your bra. This modern and sophisticated T-shirt style has stretch foam lining with a soft, lightweight mesh fabric and peekaboo windows for plenty of room to breathe." —Dawn Kenney
8 of 20
D
"One word: feathers. This bra works wonders with bigger cups and is attractive without sacrificing comfort. The shade of nude makes it a basic must-have, while the lace trim adds a special touch." —Michelle Lam
9 of 20
That Tricky Party Dress
We've all got one: that dress you know will look killer when you wear it to your best friend's wedding — if you can figure out what the heck to sport under a backless, halter, peephole LBD. Help!

A
"The Second Skins Strapless is best for tricky dresses while giving you the comfort and support you need. Let’s face it — that dress you wore to your best friend’s wedding probably looked great, but by the end of the night, you just wanted to rip it off! At least let your bra be comfortable." —Helena Stuart
Advertisement
10 of 20
B
"We’ve all got to have one bra that we can count on to make the girls look great no matter what. The b.wow’d Push Up bra is the one! With a super-low front plunging neckline and a push-up lining to give you that little something extra, you can have confidence no matter how low your neckline goes. Convertible straps make it easy to adjust to a halter or T-back, giving you the flexibility to rock this style with any number of looks." —Dawn Kenney
11 of 20
C
"Every gal needs a trusty strapless bra, so we looked high and low for the perfect option. Out of 20 bras that we sampled and tested, this strapless wonder managed to keep the girls up due to side boning that provides additional support and stability." —Michelle Lam
12 of 20
D
"If you're going backless and plunging — and you're fuller busted — THIS is the bra for you. We at Journelle are quite obsessed with the Retrolution's long (slimming) lines and built-in padding for that extra oomph." —Claire Chambers

Goassard Retrolution Staylo Bra, $75, available at Journelle.
13 of 20
The Centerpiece
Sheer shirt? Slim-fit blazer? Sometimes a bra is too lovely to cover up. Think pretty but definitely not sheer, and it must offer coverage.

A
"If you can get away with not needing an underwire, we say, embrace it. Bralettes tend to be more unique than structured bras and embrace new trends and shapes. The lace on this beautiful triangle bra is definitely meant to be shown!" —Michelle Lam
14 of 20
B
"B cups, if you have one wow factor in your lingerie drawer, this is it. The seriously bold color and flattering silhouette make the Ryan a keeper." —Claire Chambers

Noe Undergarments Ryan Bustier Bra, $188, available at Journelle.
Advertisement
15 of 20
C
"The Organic Cotton Underwire is the perfect nearly see-through T-shirt bra. It features a full cup for overall coverage with a pretty lace trim. It works well under sheer and slim-fitting garments and is perfectly lightweight and breathable in organic Supima cotton." —Helena Stuart
16 of 20
D
"In a multitude of colors, this is the bra that will enhance your outfit and neckline at the same time. The sexy balconette style with a gorgeous lace cover and fishnet backing lifts and supports. Double spaghetti straps and an oversized bow are just begging to be shown. And, it goes up to DDD." —Dawn Kenney
17 of 20
Office Hip-Hop Class
Is it just our office where you might find yourself sweating it out to Jay Z next to your boss? Of course, it's exceptionally important to make sure the ladies are supported, but it doesn't hurt to look polished as well. Is there such a thing as a professional sports bra?

A
"For low-impact activity and just the right amount of coverage that still allows you to move while not squashing your shape, try the B-Smooth bralette. The super-soft fabric feels great next to your skin, and fully adjustable straps give you the power to control fit and support. The pull-over style is super comfortable, so you can hang out and dish about the cute instructor after class without feeling the urge to rush out and change." —Dawn Kenney
18 of 20
B
"Forget that flimsy yoga bra — this sports bra is the real deal. With straps that can be adjusted based on your activity, this bra is made to compress and secure your girls while you focus on more important things — like not tripping while you get down to '99 Problems.'" —Claire Chambers
19 of 20
C
"Slip this lacy racerback over your head for an uncomplicated option. The wide straps, racerback style, and lined cups offer support, and the lace means it looks great layered with a slouchy tee or open-back tank." —Claire Chambers
Advertisement
20 of 20
D
"The Long Line bralettes offer versatility and more coverage for ample cup sizes. This style is a smooth, opaque microfiber that can be worn as an everyday bra or for low-impact dance classes." —Helena Stuart
Advertisement

Shop your inbox!

yay! get ready for the good stuff!