15 Things Only Boarding School Grads Can Understand10 of 15TweetView All10 of 15Headmaster's Holiday For those who know, headmaster's holiday is the best day of the year. The headmaster or headmistress selects a random day to allow students to frolic around campus without any classes! [Photo via @taftschool]10 of 15The Guest ListIs Montauk Part Of The Hamptons? Captain Skip Rudolph Chats Fishing, City People, & Where Locals Really HangHow Comms Guru & Founder Of The PR Net Lisa Smith Put Her Stylish Stamp On The IndustryWho Are The Assoulines? Meet The Chic First Family Of Luxury PublishingWho Is Sarah Hoover? Meet The Fabulous First Lady Of New York's Art SceneOlympia Of Greece On Fashion, Entertaining & More At Home In London
Is Montauk Part Of The Hamptons? Captain Skip Rudolph Chats Fishing, City People, & Where Locals Really Hang