Whether you’re headed to dinner, grabbing a drink, or just trying to break up with your leggings for the night, a solid date night outfit can totally shift the vibe. I put together four foolproof outfit formulas that I actually wear, comfortable, flattering, and easy to recreate. Think: elevated basics, flirty dresses, and just the right amount of effort.

Let’s talk about what’s really getting the most use in my top drawer, because these undergarments deserve way more hype. From supportive bras that actually pull their weight, to invisible shaping shorts that save the day under dresses (and prevent the dreaded thigh rub), these are the MVPs I wear on repeat.

Whether you’re headed somewhere tropical or just soaking up the sunshine close to home, this is your one-stop swim guide. I’ve pulled together my favorite one-pieces, two-pieces, bump-friendly options, supportive underwire styles, and all the extras, from breezy cover-ups to the sunglasses that finish the look. For even more inspiration, you can browse my dedicated collections on LTK, including swimwear, cover-ups & resort wear (featuring looks from Miami, the BVIs, and Anguilla), and my most recent cruise outfits.

No matter your destination or comfort zone, you’ll find pieces here designed to help you feel confident, supported, and stylish.