Ah, preppy. The word alone makes you think of sunshine, sailboats, perfect hair, and someone named Chad casually throwing a rugby ball across a lawn the size of a football field.
But before you roll your eyes, let’s rewind a bit—because the “preppy” look isn’t just about crisp collars and cable knits. It’s about heritage. It’s about ease. And honestly? It’s so Me & Henry.
The story of preppy style began long before anyone was saying things like “old money aesthetic” on social media. It started back in the early 1900s at American Ivy League universities—places like Yale, Harvard, and Princeton—where students unknowingly created a fashion movement that would still be going strong over a century later.
Think tweed blazers, oxford shirts, boat shoes, and those glorious argyle sweaters. These weren’t outfits for catwalks—they were for tennis matches, rowing clubs, and lazy weekends in Nantucket. It was a look that said “I made an effort, but I’m not trying too hard.”
By the 1950s, brands like Brooks Brothers and J. Press made preppy the uniform of cool comfort. Then the 80s gave it a bit of a cheeky twist—pastel polos, cable-knit sweaters, and deck shoes galore. And now? Well, preppy is back. (Did it ever really go away?)
At Me & Henry, we’ve always loved that timeless, put-together-but-playful style. We might not have a Harvard rowing team (though I’d love to see our models try in those tiny shorts), but we do have our own spin on preppy—soft woven shirts, perfect polos, smart shorts, and that slightly “mini grown-up” vibe that just feels right.
Preppy isn’t about being fancy—it’s about looking effortlessly classic. It’s the little boy in his crisp linen shirt and rolled-up sleeves. It’s the dad who secretly loves that his son’s outfit looks better than his own. It’s about clean lines, calm colours, and that feeling of freshly brushed hair and confidence.
And the best part? Preppy grows up beautifully. Our Me & Henry pieces are designed to be dressed up or down, mixed with everyday comfort, and always feel timeless. You’ll see it in our polos, our woven shirts, our suiting—and this season, even in our shorts (yes, we got a little carried away with those!).
So here’s to preppy: classic, smart, endlessly charming. AND to all the little gents out there rocking it their own way.
Because whether you’re heading to brunch, building sandcastles, or just looking like the most handsome kid at Grandma’s house, one thing’s for sure...
At Me & Henry, preppy is here to stay.
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