So your mother was right all along: "Don't throw it away because it will come back in fashion, eventually." Thanks for the prescient advice, mum. Like a broken clock is correct twice a day, you could be waiting a long time for those flared tracksuit bottoms to become 'sought-after' once again, but that said, there are a number of nerdy garments that seem to get revived every other season. To be honest, the 10 items below never really go out of fashion for anyone other than trend hounds. They have their fashion moments thanks to a certain show or photoshoot, and then pow, they're back in the industry's consciousness for another season.
The preppy aesthetic is rooted in the collegiate dress of the 1950s, so it's easy to call it 'geeky', but really it's a sportswear-influenced amalgamation of casualwear and relaxed tailoring – an equation that has defined menswear throughout the ages. So with that said, let's look at the pieces that we're nerding out over right now…
The Sweater Vest
A preppy staple that's been having a major moment lately, the sweater vest is the perfect layering piece to add a touch of retro-cool to any outfit. Pair it with a crisp button-down, chinos, and loafers for a classic look, or layer it over a tee and jeans for a more casual vibe.
Oxford Button-Down Shirt
The Oxford button-down is the quintessential preppy shirt. With its button-down collar and relaxed fit, it's the perfect balance of smart and casual. Opt for a classic white or blue version, or mix things up with a fun print or stripe.
Chino Pants
Chinos are the foundation of any preppy wardrobe. These versatile pants can be dressed up or down, making them a go-to for everything from the office to the weekend. Look for a slim, tapered fit in neutral shades like khaki, navy, or olive.
Blazer
A well-fitted blazer is a preppy essential that instantly elevates any outfit. Whether you choose a classic navy or a more modern hue, a blazer adds a touch of sophistication to even the most casual looks.
Loafers
Slip-on loafers are the preppy shoe of choice. They're comfortable, polished, and pair perfectly with chinos or tailored trousers. Opt for a classic penny loafer or a more modern horsebit style.
Polo Shirt
The polo shirt is a preppy staple that's been a menswear mainstay for decades. It's the perfect balance of sporty and sophisticated, making it a versatile choice for everything from the golf course to the office.
Cable Knit Sweater
A cozy cable knit sweater is a preppy must-have for the cooler months. Wear it solo or layer it over a button-down for a classic preppy look.
Boat Shoes
Boat shoes are a preppy summer essential. With their non-slip soles and laid-back vibe, they're the perfect choice for everything from a day on the water to a backyard barbecue.
Madras Shorts
Madras is a preppy print that's been around for ages, and madras shorts are a warm-weather staple. Pair them with a polo or button-down for a classic preppy look.
Striped Tie
A striped tie is a preppy accessory that adds a touch of old-school cool to any outfit. Whether you opt for a classic repp stripe or a more modern take, a striped tie is a surefire way to elevate your look.
Styling Tips
When it comes to preppy style, the key is to mix and match these classic pieces with more modern elements. Pair a sweater vest with a graphic tee and distressed denim for a fresh take, or layer a blazer over a polo and chinos for a polished yet relaxed look.
Why Preppy Style Endures
The preppy aesthetic has endured for decades because of its inherent versatility and timelessness. These pieces can be dressed up or down, making them a go-to for a range of occasions. Plus, the preppy look has continued to influence contemporary fashion, ensuring that these classic pieces will always have a place in the modern man's wardrobe.
So there you have it – the 10 preppy pieces that are essential for any well-rounded menswear collection. Whether you're a lifelong prepster or just dipping your toe into the trend, these timeless items are sure to become wardrobe staples you'll reach for season after season.