This post does contain affiliate links but is not sponsored by anyone. These are all my own thoughts, ideas, and comparisons. Thanks for reading about this post on Best Strapless Bra for DD.

Table of contents
How I Found the Best Strapless Bra for DD Boobies!
So I did a little research of my own recently looking for the Best Strapless Bra for DD+. After trying several bras, it was easy to quickly narrow it down to a top 3. After wearing those 3 it was easy for me to find The One. But before we dive into all that, we need to discuss what we are looking for and what we need.
How should a strapless bra fit and what should it feel like?
The infamous question. Obviously comfort is something we all are seeking but when it comes to strapless another key is Support! These are the 2 things I hear over and over when it comes to bras and I hear this from women of all shapes and sizes, not just the larger chested ladies. Your strapless bra should snuggly but comfortably wrap around your body and breasts. There should be no squeezing or bulging and no gapping. It should also be supportive which typically required thicker bands with more hook and eyes for larger sizes. And it can't be too thick, you don't want to be hot and you don't want bra lines.
Ways to tell if you have the right size strapless bra
- How are your cups? Are you seeing gaps on the top or bottom? Or are you spilling out the top or bottom? The cups of the strapless bra should hug ever so lightly around your breast.
- How is the band? Is it squeezing you? Is it too loose and falling? When the bra is on the loosest setting it should feel comfortable this way when you wear it and it stretches, you can keep tightening it.
Do I change bra sizes for strapless bras?
Maybe! When I first ordered my ThirdLove strapless bra I ordered it in the same size I always do, a 32D 1/2. I wore it for a bit and realized this wasn't going to work so I reached out to the ThirdLove customer services team. That is when I learned this valuable tip! GO UP 1 SIZE IN THE BAND AND DOWN 1 SIZE IN THE CUP! So I did, I tried the 34C and it was a perfect fit! Using the Perfect Fit Guarantee I returned (for free) the 32D 1/2 and wore my new 34C strapless through the whole video up top, check it out. They have over 80 bra sizes too!
How to beat the “uncomfortable” feeling.
For me this was big! One of the reasons I have avoided strapless bras is the boning in the side always pops out and attacks me and they squeeze me so tight I am miserable. I am not sure what your particular struggles are but I encourage you to make a list and go online to ThirdLove's site and take the Fit Quiz. Order 1 bra in the size it tells you is best and order the 2nd one using the trick I shared above – Up 1 size in the band and down 1 size in the cup, and see what happens. Remember you can return 1 or both of them no matter what!
If you watch the video above you can see me actually bending the boning in the side of the bra – Big Win! It isn't the hard, metal rod I have encountered in other bras but rather a stiff, but flexible something that is magical.
Do strapless bras fall down?
Not when they fit correctly! I wrote this blog post here to show just how easy it is to find a comfortable strapless bra.
Which is the best strapless bra?
I'm so glad you asked! At Third Love! Here is some info about them:
- Cost: average price is $68 but I got the 24/7 Classic Strapless in Taupe for $55
- Frequency: order as you need, not a subscription
- Coupon Code:
- Do I Recommend: Yes obviously! And I absolutely LOVE their give-back program – Supporting Women
ThirdLove strapless bras are made with soft-support foam. This strapless bra is outfitted with a smooth band and silicone along the edges to stay in place without digging in. Like I showed in the video above, the flexible nickel-free wires don't dig in. With two sets (nude & clear) of removable straps, this strapless bra is available in cups A–I, including ThirdLove's signature half-cups, and bands 32–48. And did I mention they are pretty? You can see the strapless bra on me in the video up top!
Where to buy strapless bra?
Stress-free on Third Love's website! They have a fit guide and free returns and exchanges with their Fit Guarantee. Use the Pink button below to sign up.
Who What Wear Best Strapless Bra?
After wearing the ThirdLove strapless bra all day I had little to no marks around my body. The bra felt comfortable for nearly the entire day, towards the evening I was over it but that is the case with ANY BRA I wear. It did not slip and slide and I wore it in 100-degree weather. It made me the same amount of hot if not slightly cooler than an average bra. And, I had 0 gapping even though I am asymmetrical. Very pleased!

What to wear Strapless Bras
The only reason I got this strapless bra is that I have several super cute shirts that I have been wanting to wear that I haven't been able to because I needed a strapless. So I bit the bullet and ordered the bras and I am pleased to say, I was being way more dramatic than necessary. The shirt I am wearing in the video above I have own from StitchFix for over a year but haven't worn it until now. I also have a spaghetti strap jumpsuit I can now wear and a strapless dress. And a few sold shoulder tops too! It's very exciting!
Why I Love ThirdLove
I drank the kool-aid a little over a year ago out of desperation and I fell in love! Seriously yall, I bought that first 24/7 classic fit bra and have been hooked ever since. I now own over 10 ThirdLove bras and now I am hooked on their underwear. I have 1 pair with boobies all over them and my daughter think those underwear are sooo funny! And in fact, my husband is the one who encouraged me to add on to this order and snag a few more bras in new colors and to “add lace” so you bet your booty I added on 4 bras right then.
The price point is perfect for me. They offer a great variety of colors and styles. And bigger sales point – I don't have to go to any store or mess with difficult returns. I highly recommend you give them a try. You literally have nothing to lose. Want to see more? Go check out my follow up post, I wrote this right after wearing my 1st set of ThirdLove bras for a few months. Click Here – Best Everyday Bra


Interested in seeing what other types of subscription boxes are out there? Check these out here:
- Subscription Boxes Haul – December 2023 – Part 2 | So Good we had to do it Twice!
- Your Green Oasis Awaits with Seed Bank Box | Gardening Subscription Box
- Monthly Subscription Box Haul – December 2023 | Part 1
- Hygge Lifestyle Box | Sage & Salts Curated Winter 2023
- Dorothy Jean Home Decor Box Winter 2023 | Modern Farmhouse x Winter