Shoe trends may change, but socks can be just as divisive. And it’s not just Gen Z questioning millennial no-shows. The big debate? Socks with heels—yes or no? This unexpected combo has been around for years, but it’s making a strong comeback for fall 2024. Even PureWow’s Editor-in-Chief Jillian Quint named socks with heels as a top trend, thanks to celebs like Taylor Swift and Sabrina Carpenter. Wondering how to pull it off? You’re in the right place. Here are five stylish ways to rock socks with heels—and one look you might want to skip.

1. Soften Pointed-Toe Shoes with White Ankle Socks

Pointed-toe shoes are sharp, stylish, and perfect for petites who want to make their legs look longer. They’re a timeless choice—whether you prefer kitten-heel slingbacks or high pumps. Want to soften their bold look? Pair them with classic white socks, either scrunched or folded at the ankle. Fashion Week attendees from New York to Sydney are loving this trend for 2024. Just remember, skip the thick gym socks. Choose thin dress socks to keep your feet looking sleek and polished.

2. Embrace the ‘Office Siren’ Look with Sheer Black Socks

Bayonetta glasses aren’t the only way to rock TikTok’s ‘office siren’ trend, set to return this fall. For a bold, sexy twist on business attire, try sheer black knee-highs with a short hem that shows just enough. This look hints at hosiery but stays chic, whether paired with platform heels or stilettos. Not into knee-highs? Sheer black ankle or mid-calf socks work too—just like I styled with Sam Edelman heeled Mary Janes in the second pic.

3. Got Red Shoes? Go with Gray Socks

I love a bold color combo, and one that keeps popping up in street style is gray and red—especially gray socks with bright red shoes. With cherry tomato named one of fall 2024’s top Pantone shades, now’s the time to grab some fiery footwear. Pair them with gray socks for a fresh twist. For extra flair, try socks with metallic threads to add a fun, dressy vibe to your outfit.

4. Give Chunky Heels a Feminine Twist with Ruffles and Bows

Platform loafers and heeled Mary Janes are fall must-haves, perfect for nailing that preppy ‘dark academia’ look. Sheer socks are a classic match, but why not add a feminine twist? Try ruffled edges, pointelle knits, or even bows—just like Naomi Osaka rocked at the 2024 US Open. These cute, flirty details soften the chunky shape and add a playful touch to your outfit.

5. Add a Pop of Color with Bold Socks

Socks don’t have to stick to black, white, or gray. Add a fun pop of color to brighten your look! Whether you follow the Three-Color Rule for balance or go for bold contrast with a monochrome outfit, colorful socks can elevate your style. Just check out how these street style stars use vibrant hues to make their high heels stand out.

Avoid: Thick Socks with Strappy Sandals

I love experimenting with bold OOTD choices—this is a judgment-free zone! But if there’s one combo I can’t get behind, it’s thick socks with strappy sandals. The chunky fabric overwhelms the delicate straps, making the whole look feel awkward (and probably uncomfortable). If you’re set on layering under strappy heels, opt for thin socks or sheer nylons to avoid bunching and keep things sleek.