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Preppy Quotes

Browse 28 quotes about Preppy.

Preppy Quotes

“It's the little things that make you want to kill someone, the way Milo drinks Diet Dr Pepper and ties his Jewfro in a bun and lifts his shirt to show off his stomach and wipes his glasses down even though they're not dirty. Yes, Milo got glasses, and seafoam green Topsiders, and a navy blue Polo-style shirt with a popped collar, and didn't I already kill this guy when he was schilling Home Soda and fucking Guinevere Beck?”

“In crew, contempt is important. In Boston, Boston University and Northeastern crew are treated with contempt by the college up the river. Intramural crew is treated with contempt. Nonathletic coxswains (Chinese engineering majors, poets) are treated with contempt. A true coxswain is a diminutive jock, raging against the pint size that made him the butt of so many jokes at Prep school. He runs twenty stadiums a day, his girlfriend is six feet one, and he can scream orders even when he has the flu (which he catches at least three times a winter).”

“Over the years I've done everything from small organization units in condo closets with sliding doors, to one massive one-thousand-square-foot duplex closet for a pamper socialite that included a wall of climate-controlled storage for her substantial fur collection, and no lie, a CIA-level fingerprint lock on the door. The only thing that was ever more fun was doing a panic room for a paranoid woman who had recently lost her husband. She wanted to be sure that if someone broke into her Gold Coast brownstone she could survive in comfort for at least a week. We referred to her as the Preppy Prepper, giving her a large panic room with en suite bathroom, which included a mini kitchen stocked with canned caviar and smoked oysters and splits of vintage champagne, completely upholstered in a huge-scale blowsy floral chintz.”

“The Head of the Charles in Cambridge, Mass., is the great American crew event, athletically and socially. It occurs the second weekend in October; secondary schools and colleges send shells in all categories in the three-mile race up the Charles River. Drunken Preps line the banks and bridges at Harvard, ready to howl with glee as a coxswain rams his shell into a stanchion of the Eliot Street Bridge (where the river narrows and curves with treacherous suddenness).”

“Even if you're starting from scratch and buying a new wardrobe, preppy clothes are very fairly priced compared to high fashion. They're very easy to absorb into your wardrobe. You probably already have stuff you can wear and there's a safety factor. You're dressed for success, in a way, if you look like you grew up with success.”

“My upringing did influence me to a certain extent. I grew up going to private school, and we'd have these really cute uniforms, but you'd only have so much sway over how you could "customize" them. I would line my blazers, I would dart my skirts, I'd change the buttons, I would do anything I could to make them unique. And when I started designing, I found myself referencing those roots. I love a sort of preppy, gender-bender vibe. I wanted to incorporate the feel of menswear into the looks. That definitely comes from my private school days.”