Best Strapless Bras for Every Occasion, According to Bra Experts

When it comes to affordable strapless bras, the Maidenform Custom Lift Strapless Underwire Bra is my go-to. Priced at under $22, this demi-cup bra keeps my breasts in place all day, even when walking tens of miles each week around Walt Disney World theme parks (which I often do) thanks to its Stay Put Power Band. I appreciate the smooth feel of this bra from its nylon and elastane fabric, and I particularly like how it lifts my breasts without feeling uncomfortable.

As far as comfortable strapless bras go, the Chantelle Norah Comfort Strapless Convertible Bra is a solid choice. “I really love the softness and cushioned underwire,” says Caldwell. In addition to its cushioned underwire, this bra is made with lightweight cups and a silicone-lined back which provides a secure fit. Since this bra comes in two colors, cup sizes B to G, and band sizes 32 to 40, this bra can be worn comfortably by bra wearers of many sizes.

While many strapless bras out there are able to support large breasts, not as many do as great of a job as the Plus Size Smooth Underwire Molded Strapless Bra from Elomi. “This bra is smooth and supportive for full busts,” explains Caldwell. That is in part due to its back boning and no-slip band.

What makes this bra such a good bra for large breasts: It’s designed with large breasts in mind as it's made with molded foam cups with a sweetheart neckline and in sizes ranging from 32GG to 44FF.

Individuals with those smaller A to C cup sizes will appreciate the Sascha Petite Strapless Bra from The Little Bra Company, a company that focuses on making the best bras for small breasts. I like how this strapless demi-cup bra contains push-up padding that can be taken out depending on one’s preference. Regardless of whether you choose to keep it in or remove it, this bra maintains a seamless appearance perfect for wearing under any shirt, dress, or any other kind of top.

When shopping for strapless bras, I typically look for those which offer some level of push-up. However, it’s not always easy to find one that pushes breasts up as well as the Beautifully Basic Strapless Bra from On Gossamer. Caldwell recommends this strapless bra as it offers a “subtle push-up effect and is super smooth.” We love this strapless bra as it is equipped with lightly padded cups and a beautiful lace frame. Regardless of whether you buy this strapless bra in Champagne or Black, you'll immediately notice its push-up effect.

Although the Wireless Stay Put Multi-Way Strapless Bra from Soma Enbliss offers full coverage and is available in a plethora of sizes, the best part is that it’s a wire-free bra. (It kind of looks and feels like a hybrid between a bra and the best sports bra.) Since this bra doesn’t contain any wires, its exposed spandex lining works to keep breasts in place. And, we love that this bra comes in pink, not a color typically offered when it comes to strapless bras.

The Wacoal Red Carpet Convertible Strapless Bra (recommended by Caldwell) is show-stopping when it comes to support. “This strapless bra is an overall hurray in my book,” says Caldwell. “And that’s because of its reinforced band with flexible boning, padded contour cup, and great underwire.”

Plus, this full coverage strapless bra keeps the sides feeling and looking smooth (and comfortable) while wearing—a bonus, as I dislike the bulging on the sides when wearing strapless bras.

This longline bra from Parfait is a go-to for heavy breasts as “the longline adds extra support and the molded cup is firm, with firm underwire support,” says Caldwell. Although it may be a more expensive piece, it’s worth it for people with heavier breasts since the longline nature provides additional support and stability and smooths out the back for a comfortable wearing experience. Make sure to note the sizing is based on UK measurements, so use the size chart to convert to a US size if that’s what you’re familiar with.

Cosabella is known for its hand-crafted bras including the Never Say Never Curvy Flirtie Bandeau Bra. Caldwell recommends this bra, which has a scalloped lace design. Although this bandeau won’t provide breasts with the most possible support, reviewers note it’s a suitable piece for those days when you plan on lounging around or are in need of some extra coverage under a dress. I love a good bandeau bra like this once since all you have to do is pull it on over your head and it’s ready to go—you can say goodbye to those annoying clasps. Pair it with your best cotton underwear for an extremely comfy lounge set.

Convertible bras are great because you choose how you want to wear them, and strapless convertible bras are even better. I recommend this convertible bra made with smooth micro fabric and lace trim because it comes with straps that could be added if desired and worn in a variety of ways. Plus, as someone who has a medium-sized chest and medium-sized breasts, its wider bottom band provides me with more security and support that gives me extra peace of mind.

Low-cut bra lovers should consider the Koko Strapless from Cleo by Panache, especially if they wear D cups or larger, says Caldwell. Although it can only be hand washed, this bra is made comfortable thanks to its use of foam on the front and sides. I especially like the ribbon which sits at the bottom of its plunge as it adds a cute touch to the garment.