When I was growing up in the 1950s, sweaters were a huge thing.
I went through different looks. At one period, I was preppy because that's how I grew up. But then I had bleached hair in the front. And I used to wear - then I wanted to be a beatnik. It was hard to be a beatnik in suburban Baltimore. But I wanted to be one.
I've always worn a lot of Ralph Lauren, and plaid shirts in general have been a signature piece for me. With plaid, you can look super-relaxed or you can look a bit dressed up.
My style was nostalgic and involved pearls and penny loafers, always with the pennies in them.
....basically the sort of guy who looks entirely at home in sockless white loafers and a mint-green knit shirt from Lacoste.
In eighth grade, I wore a tie to school every day. I didn't own jeans. But it wasn't a granola thing, it was really more of an INXS thing.
Nudge: "I look like prep school Barbie. (looks at Max) Actually, you look like prep school Barbie. I'm just Barbie's friend.
Let's face it: most jerks trying to affect an ascot look like Thurston Howell III.
My favorite Hepburn moment is in 'Sabrina,' when she steps off a boat in white shorts and a plaid shirt. Chic, classic, and unfussy.
Khaki trousers soon became the province of hipsters like Jack Kerouac and Miles Davis. They were taken to new heights by Ralph Lauren, who helped popularize them among college professors and preppy men.
People look at you differently if you wear a bow tie, as opposed to a necktie.
A Brooks Brothers button-down with an unfastened collar, rolled-up sleeves, and jeans makes for a comfortable, casual look.
I got my first Charvet knit tie when I was 15. I actually stole it from my father. I love them because you can wear them day to night. They're French and preppy and have been around since the 1800s.
You got to realize that the vision, the image, according to 1964 U.S. rock and roll standards, was mohair suit and tie, and nicey-nicey ol' boy next door.
I came from a private school, and public high school was the first time I ever went to a public school. So I went into it very preppy; I was wearing a lot of Abercrombie and Hollister. Then, my sophomore year, I started listening to rock bands. I had a boyfriend that took me to my first rock show, and I was just addicted to that.
I hate the polo collar.
Sometimes I like to be comfortable and wear black jeans with a blazer, a really comfortable t-shirt, and low boots with heels. Sometimes I like to be feminine and preppy.
In 1981, when he ran for governor, I confiscated the needlepoint belts of New Jersey's Tom Kean. It's a patrician look that is right for the Vineyard, Nantucket, Darien, Greenwich, Charleston and Savannah.
On a casual day, I'd usually pull out my vintage Levi's, a pair of loafers or beat-up Converse, a bomber jacket, and a button-down shirt.
Pleats and polos are not sexy.
J.Crew's a great brand.
I think preppy stands for optimism, confidence, energy and authenticity.
I knew exactly what I wanted to do. I wanted to build some kind of lifestyle brand that was preppy and cool.
As a teenager, I would wear Clarks, corduroy pants and striped shirts, and I loved it.
Well, the thing about my high school, which I loved, is that we had uniforms. But whenever we had a free dress day, it was prep-ville, with sweater vests and polo shirts and khakis and Dockers.
