Top Ten Preppy Essentials

10. The Preppy Handbook because it’s what started it all.

9. The Needlepoint Belt because a leather belt just doesn’t give the prepster the flare he’s looking for.

8. The Bow Tie because it makes a statement and is perfect for madras and critters.

7. Ray-Bans because when you’re out sailing your boat on the sea it can get awful sunny.

6. The Seersucker Sport Coat because the prepster needs a lightweight jacket that fits with the pastel color palette of his outfit.

Brooks Brothers Black Fleece Seersucker Jacket, $900

5. The Cable-Knit Sweater because other than being a tremendous layering item, it’s perfect for tying over your neck as an accessory.

4. The Bean Boot because when the weather takes a turn for the worse, the prepster still needs to a staple item to be recognized in.

Rugby University Chinos, $70

3. Bold Chinos because the prepster doesn’t do two things: Jeans and Restrain.

2. The Madras Shirt because the prepster loves mixing colors and patterns and there’s no better way to pull it off than madras.

Paul Stuart Tri-Color Polo, $76

1. The Polo Shirt because if there’s one activity more synonymous with the prep than golf, it’s poppin’ that collar.