Welcome to the Sperry Guide to Prep — where illustrator, Wes Robinson (@wes_art_and_design), takes you through the top five prep personas and embraces every single one of them. Grab your AOs and let’s dive in.

THE COUNTRY PREP

Outdoorsy but make it stylish. Country Preps are big nature buffs. They thrive in simple layers and look ready to embrace the wild at any given moment.

Most Used Emojis: 🦆🤠 🌅

Get the look: Shop our AO Boat Shoes here.

THE WEST COAST PREP

The West Coast Prep prioritizes comfort. Their fit embodies a relaxed, live-in-the-moment vibe with a casual, yet classic look. Understated? Maybe. But perfect for that year-round 70-degree weather.

Most Used Emojis: 🌊🐚☀️

Get the look: Shop our AO Boat Shoes here.

THE TRADITIONALIST PREP

Let’s talk Traditionalist Prep. They’re as old school as old school gets. For them, prep isn’t a wardrobe — it’s a lifestyle. Catch them in seersucker suits and embracing the full regatta dress code on the daily.

Most Used Emojis: 📚🌹⛵

Get the look: Shop our AO Boat Shoes here.

THE EAST COAST PREP

And last but not least, The East Coast Prep — where nautical nuances, like madras shorts and sweaters tied around the shoulders (not worn), are paired with distinguished pieces, like pearls and bowties. Probably on their way to a yacht club or tennis match.