Why Does “Classic” Mean So Many Different Things?

“Classic.”
It’s one of those words you hear all the time when people talk about style—but have you ever stopped to think about what it actually means? Or better yet, what makes something classic?

The internet will give you a definition like: timeless, elegant, polished—something that transcends trends and never really goes out of style. But if you’ve ever typed “classic outfit” into Pinterest, you know the results can vary wildly. A black turtleneck and trousers? A crisp white tee and vintage Levi’s? A tweed blazer with ballet flats? They’re all “classic,” but they don’t exactly look the same. So, what gives?

I think the beauty of the word “classic” is that it's subjective. Sure, there are universal elements—clean lines, neutral tones, simplicity—but how that shows up in your wardrobe? That’s entirely personal.

When I think of classic style, I picture a white button-down shirt, mid-wash straight-leg jeans, a trench coat, and maybe a polished loafer or sleek boot. Timeless, versatile, no-fail staples. But someone else’s version of classic might lean totally different—maybe it's oversized button downs, wide-leg tailored slacks, or a slouchy oversized handbag. For some, “classic” simply means the pieces you reach for over and over again—the ones that feel like you, season after season.

That’s why I’ve loved putting together our Describe Your Style (DYS) boards on social. They really highlight how flexible these style terms are—especially one like “classic.”

Think about it: Meghan Markle and Amal Clooney often get labeled as classic, but so do Jennifer Lawrence, Kendall Jenner, and Dakota Johnson. Those are five very different aesthetics under the same style umbrella. And that’s exactly the point.

Let’s take one item—say, a white button-down—and look at how it plays out across style variations:

• Straight-up Classic: A crisp, tailored version. Think structure, simplicity, versatility. It layers well, looks clean, and you could wear it to work or brunch without thinking twice.

• Classic but Relaxed: An oversized, slightly rumpled version. Still classic, but more undone and effortless—less “boardroom,” more “off-duty.”

• Classic with a Twist: Maybe it’s open back, cropped, has an asymmetrical hem, or a cool texture—still rooted in timelessness, but with personality baked in.

Same foundational piece. Totally different vibes. And that’s just one shirt.

Now think about something like a trench coat—arguably one of the most classic wardrobe staples of all time. When styling someone who describes themselves as “classic” I see myself pulling something like this trench — a standard, no-frills option from GAP: beige, belted, single-breasted. But even how it’s styled on the model in a campaign might shift its feel. Maybe it’s paired with a cropped tee, a wide leg jean & layered with an oversized button down. Suddenly, it’s only 45% classic, 20% modern, 35% relaxed. See where I’m going with this?

Ashlyn said something in her “What Does Edgy Actually Mean?” article that stuck with me: Style isn’t one-note—it’s a blend. You might be 10% classic and 90% edgy. Or maybe you’re 35% classic, 65% “pop of interest.” You don’t have to be one thing. Personally, I’d say I’m about 10% classic, 60% relaxed/undone, 10% colorful, and 20% tomboy/menswear. It’s a mix that feels true to me—and changes slightly with the seasons (or my mood!).

Style words aren’t labels—they’re tools. They help you communicate your vibe and make it easier (for you and your stylist!) to find pieces that align. That’s what the DYS boards are all about—giving visual language to abstract style ideas. But the truth is, they’re just a starting point. Style is complex, fluid, and deeply personal. It doesn’t live in neat little boxes.

So, how about you? Would you describe your style as classic? And if so—what percent?