Personae

AC3 On JFK x Chipp For T&C

Kudos to Ivy Style contributor and Andover Shop employee Al Castiel III for a profile on Paul Winston on Town & Country’s website. Castiel writes: One fan of those Ivy League-inspired roots was John F. Kennedy, who became a Chipp customer when his brother-in-law, Peter Lawford, brought him into the shop one day in 1958


A Very Special Man

It wouldn’t be a stretch to say that most people’s gut reaction to hearing the phrases “Mr. Rogers” and “style” in the same sentence would be hearty laughter. After all, even within our fringe community of Ivy enthusiasts, tee-totaling children’s show hosts who wear Keds typically don’t hold a lot of credibility. But Fred Rogers


Who’s This?

Who’s this public persona during his college days, wearing his crewneck sweater high in the front, as we’ve analyzed before. Shield your eyes from the comments below while you formulate your guess. I’m sure someone’s seen this image before. — CC


Sikh And Ye Shall Find: The Indo-Prep Style of Gagan Singh

Lisa Birnbach’s “True Prep” raised plenty of Old-Guard eyebrows with its inclusiveness. Whereas 1980’s “The Official Preppy Handbook” was WASPy to the core, the sequel opens the club to black, Asian, gay and Muslim preps as Birnbach declares “It’s a whole new old world.” As an example that those flying the preppy flag in 21st


News You Can Trust

From now on, get all your news from the Washington Post. Or at least from the gentleman of the press pictured above wearing his Ivy Style Club Tie. Matt Schudel has been writing obituaries for the paper for many years. So next time a prominent persona dies (last week it was Don Rickles), be sure


I Like Jazz, Ivy League Clothes, Gin And Tonic And Pretty Girls

This Friday Amazon will premier a new docuseries on Hugh Hefner entitled “American Playboy.” An actor will portray Hefner, but there will also be unseen footage provided by the iconic libertine. Hefner founded Playboy right when the Ivy League Look was taking off, and adopted the look along with many other urban professional men. The


Preppy Pundit: A Tucker Carlson Style Gallery

A college student and Ivy Style reader recently submitted this article on TV pundit Tucker Carlson. Mr. Carlson was kind enough to respond to the young man’s email asking about his clothes. And it’s no surprise he’s a trad dresser: Carlson grew up affluent and has quite the preppy education. He even married the headmaster’s


Oldest Billionaire David Rockefeller Dies At 101

David Rockefeller, grandson of tycoon John D. Rockefeller, died in his sleep at the age of 101. He was the world’s oldest living billionaire. Here’s a quick-snap of his impressive list of life highlights via Bloomberg Business News: He was also a confidant of world leaders, from Deng Xiaoping in China to Nelson Mandela in


Chuck Berry at UVA, 1965

Chuck Berry, the poet laureate of American rock-n-roll, died yesterday at the age of 90. He’s pictured here giving a concert at UV in 1965 in a photo by Ed Roseberry. You can read our 2015 post on the photographer here. As an English major, I can tell you that Berry’s lyrics read like few


A League Of His Own: The Andover Shop’s Charlie Davidson

A League Of His Own: His aloof demeanor may not be that of a man locked in the groove, but Charlie Davidson has spent seven decades making Ivy Leaguers and his very own jazz heroes “hip to my kinda clothes.” By Christian Chensvold From The Rake, issue 23 (click here for PDF) Half a century


Happy Birthday, Charlie!

Charlie Davidson of The Andover Shop turns 91 today and refuses to retire. Truly one of a kind. Happy Birthday, Charlie, from all of us here. — CC


The Velvet Touch

There’s breaking news today in the world of men’s footwear. That’s right: it’s not often that velvet slippers make headlines, but last night at the President’s speech before Congress, Secretary of Commerce Wilbur Ross took a piece of “winter White House” style with him from Palm Beach to DC and donned slippers from Stubbs &


The Art of Ivy: Jacob Lawrence

Originally posted in 2011, this is Ivy Style’s first tribute to Black History Month. It also has the distinction of being written by Ivy Style’s youngest contributor, Robert I. Brown, who was a mere 16 years old at the time. It has been updated with new images. * * * Although Jacob Lawrence was a


Southern Gentleman

Ken C. Pollock wears fine shoes today, but there was a time when he held his Bass Weejuns together with duct tape. Of course, that was for style, not because he was impecunious. Born in Birmingham, Alabama and raised primarily in Roanoke, Virginia, the son of an immigrant from Belarus and a small-town Alabama girl


Pictures At An Exhibition

Though a desire to tell stories emerged in my earliest childhood, I’ve always had a strong visual side. In college, happy to get an A so long as it required little effort (and able to get a B with less effort still), I used the spare time to give myself a minor in Art History.


Blondes Prefer Gentlemen

If you were a socialite who lived through the 20th century and married enough times — say, nine — eventually one of your spouses would have been in the right place at the right time and dressed fairly Ivy League. Actress and socialite Zsa Zsa Gabor died recently at the age of 99. Husband number


DC Cop Risks Uniform Violation To Work Blizzard Beat In Bean Boots

As a blizzard whips through our national’s capital today, one preppy policeman is taking duty into his own hands — and putting his feet inside classic LL Bean rubber boots. We’ve previously profiled the same Washington, DC police officer in a post entitled, “Fashion Police: Ivy Style Reader Is A Top Cop.” And today the



What, Me Hurry? An Interview With Menswear Illustrator Mr. Slowboy

Over the years, one of the recurring themes at Ivy Style has been the lost art of menswear illustration. From JC Leyendecker’s Harvard jocks of the teens and ’20s to Esquire and Apparel Arts in the ’30s, from Ivy ads in the ’50s and ’60s to contemporary Japanese illustration, we’ve presented it all and many


JFK vs. GHWB: Vote For America’s Preppiest President

The day has finally arrived! Yes Ivy Style readers, it’s your chance to vote on who was America’s preppiest president. Here are the candidates and their qualifications: John F. Kennedy Catholic Choate Harvard Spee Club Swimming Navy Family compound: Hyannis Port, Cape Cod Hobby: sailing Clothier: Chipp Style signatures: sunglasses, no socks, Nantucket Reds George


By George He’s Got It: Is Bush 41 Our Preppiest Prez?

On Wednesday George HW Bush celebrated his 89th birthday, and well-wishers were encouraged to honor the occasion by donning whimsical socks. Go-to-hell hosiery has become Bush’s trademark now that he’s at that age when dressing becomes something of a challenge. Although JFK often gets credit for being America’s preppiest president, the honor really goes to


Jack and John: The Sartorial Dichotomy of JFK

Was John F. Kennedy the most Ivy of US presidents, or did the most important man in the country actually encourage American men not to follow the Ivy League Look? That depends on whether you’re talking about President Kennedy the nation’s leader, or Jack Kennedy relaxing among friends and family in Hyannis Port. On assignment