black strapless dress Taylor Tube Maxi Dress, in Luxe Satin, Size: Medium | Show Me Your Mumu Strapless Structured Bodice Sofia Strapless Black Linen Maxi

Elegant silk chiffon construction adds a whimsical, lightweight touch, perfect for pairing with heeled sandals and a classic matte lip

If youre torn between wanting to elevate your style or keep it casual, heres a tip: opt for leather boots for a sophisticated yet easygoing vibe, and go for suede boots when youre aiming for a more laid-back look

Style muses like Sienna Miller and Daisy Edgar-Jones continue to carry the look

The monk strap shoe takes it to the next level by offering a modern twist on this classic style

Like summer, winter is also tricky to dress for, but instead of heat and (possible) humidity, you have to deal with cold and snow (or rain or ice) and wind and whatever else the atmosphere may throw your way

Make sure to try on multiple sizes and walk around in them before making a purchase