How to wear socks over leggings fashionably (And Stay Comfy Too)

by Alice Browne

Alright, so I’ve been seeing this thing, you know, people wearing socks over their leggings. At first, I kinda scoffed. Sounded like something my kid would do by accident. But then, the weather got a bit nippy, and I was staring at my drawer, thinking, “Could this actually be… practical? Or am I just surrendering to a weird trend?” So, I decided, what the heck, let’s give this a shot. For science, or whatever.

How to wear socks over leggings fashionably (And Stay Comfy Too)

My First Clumsy Attempt

So, I grabbed my go-to black cotton leggings, the ones I practically live in. Then I just yanked on a pair of my regular, kinda thick crew socks. Just pulled ’em right up over the leggings. Mistake number one. It looked… lumpy. The leggings bunched up a bit under the socks, and the top of the socks created this weird, abrupt line. Not a good look. Felt a bit tight around the ankles too, like my circulation was considering a protest.

Okay, Rethink Time

I wasn’t ready to give up. I figured there had to be a trick to it. So, I started experimenting. It became a whole afternoon affair, believe it or not. My bedroom floor looked like a sock and legging explosion.

Here’s what I messed around with:

  • Legging Material: Tried those slick, athletic-type leggings. They were a bit better because the socks slid over them more easily. Less bunching. Cotton leggings were just a bit too clingy.
  • Sock Type and Thickness: This was key. Those super thick, chunky knit socks? Generally a no-go unless the leggings were very thin and I was going for a deliberately “cozy cabin” vibe with boots. Thinner, ribbed socks worked much better. Slouchy socks were also surprisingly decent because you could arrange the slouch to hide any potential legging-bunch.
  • Sock Height: Ankle socks just looked silly, like I forgot to pull my pants down. Crew socks were okay if they were the right kind (see above). Knee-highs or over-the-knee socks could work, but then it’s a whole different statement, almost like you’re wearing boots.

The Process – Getting it On

How I actually put them on mattered too. I found that if I put the leggings on first, smoothed them out completely, especially around the ankle. Then, I’d carefully pull the sock over. For thinner socks, I’d sometimes fold the very bottom of the legging up just a tiny bit, so the sock had a smoother edge to go over, then unfold the legging hem down inside the sock if that makes sense. It helped avoid that weird ridge. If the socks were slouchy, I’d pull them all the way up, then scrunch them down artfully. “Artfully” being the operative word here, and let me tell you, it took a few tries to not look like I just got dressed in the dark.

What Actually Worked (Sort Of)

After much trial and error, I landed on a few combinations that didn’t make me cringe:

How to wear socks over leggings fashionably (And Stay Comfy Too)
  • Sleek, darker leggings (like athletic ones) with thinner, ribbed crew socks in a contrasting or complementary color. This looked best with sneakers. It was like, “Yes, I am deliberately wearing my socks like this.”
  • Thinner leggings with slouchy, medium-weight socks. This was more of a comfy, casual look. Again, sneakers or maybe some casual ankle boots where the top of the sock just peeked out.
  • The key, I realized, was proportion and texture. You don’t want too much bulk. And the transition from legging to sock needs to look intentional, not accidental.

So, My Final Thoughts?

Honestly, it’s not my everyday go-to. But for certain situations, like adding a bit of extra warmth without full-on winter gear, or for a specific casual, sporty look, it’s doable. It’s not as straightforward as just throwing socks over leggings. You gotta pick the right leggings and the right socks. And you gotta mess with it a bit to get it to sit right.

I still think it can look a bit odd if not done carefully. But hey, I tried it. I went through the process. Now I know. Sometimes you just gotta experiment with this stuff yourself, right? It’s not gonna revolutionize my wardrobe, but I’m not totally against it anymore. Just requires a bit more effort than I first thought for something that seems so simple.

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