One of the leading candidates for “Nattiest Dresser of the 20th Century” might well be Arthur Schlesinger, Jr. He graduated from Phillips Exeter, perhaps the most elite prep school in America. He was also an alumnus of Harvard, serving on the faculty there before going to work for the Kennedy administration in 1961. Designated as Special Assistant to the President, he functioned as a roving intellectual in the White House, advising Kennedy on a number of matters, particularly Latin American affairs. Schlesinger was rarely seen without his trademark bow tie and P3 tortoiseshell glasses.
Portrait of me with my cousin, Brandon, in 1986. He was not quite a year old when this photograph was taken. I was a sophomore at Wofford College at the time. My look hasn’t changed a lot since then…well, at least the clothes, because I now sport a shaved head and a goatee. Here I am wearing a wool argyle sweater from Brooks Brothers, a blue oxford cloth button down shirt and P3 tortoiseshell glasses. A few years ago, Brandon got his master’s degree from NYU and now works in marketing for Madison Square Garden. He’s getting married next spring. Time goes too fast!
I have a very old sweatshirt from the Yale Co-op that I bought as a grad student in New Haven in the early 90s. It is full of small holes here and there and is fraying badly on the collar and cuffs. It’s 100% cotton – very soft – and I wouldn’t part with it. I’ll wear this sweatshirt until it falls apart. Unfortunately, the Yale Co-op, which served generations of students, is no longer around. They had to file for bankruptcy in 1999 and went out of business the following year.
This shot was taken with a forward facing camera on my iMac, using Photo Booth, and then modified with the oil paint filter in Photoshop, experimenting with a few things there, I guess. Also visible is the collar of a frayed Brooks Brothers button down shirt (thrifted: $2.50). I have on a Timex watch with a red, white and blue striped grosgrain band from J. Press and a pair of P3 “tortoise shell” (acetate) glasses from Coastal.com. They have great deals on glasses. I got the frames with progressive lenses and had them shipped for a total of $149.00.