Let’s wallow in the aughts nostalgia that’s taking over pop culture and observe a moment of silence for Gossip Girl, which premiered almost exactly 10 years ago on September 19, 2007? Before GG, you probably thought “preppy” meant shopping for bootcut jeans at Abercrombie (we know, can you even?!). Now you’re a New Yorker, you know that blue jeans don’t signify blue blooded, and there are far more sophisticated ways to show your pedigree. This week, workout at Williamsburg’s hottest barre studio (b/c preppies are always, as a rule, athletic); go for the hangs with Michael Kors, who might be a personification of the Hamptons; go for a food & cocktail gala at The Mandarin Oriental; and swing by a horse show in Central Park to wrap up the weekend. Time to go fetch your coat-of-arms blazer!
$89 For One Month of Unlimited Classes At The Bar Method Williamsburg

Don’t like sports? How *tedious*. True blue prepsters did lacrosse, crew, and tennis in college, and keep it up afterwards with boutique barre classes. After all, one has to keep one’s arms toned to match those Cartier love bracelets.
9/19 Michael Kors x WhoWhatWear Party

Michael Kors - we swear that he’s not even a real person as much as a spirit of the Hamptons. Join him and WhoWhatWear for cocktails, bites, and a pop-up experience.
9/22 Free AKT Happy Hour Class at Lord & Taylor

You already know that preppies don’t go a single day without working out. But also, they really love a glass of Scotch (neat!!!) or a cocktail at the end of a “work” day. Have you learned *nothing* from Emily Gilmore? This hard-charging class will be followed by juices and bites, but whatever - you’ll get a proper drink afterwards at LUCKYRICE…
9/22 LUCKYRICE New York Feast at the Mandarin Oriental Hotel

WASPs love other cultures! It’s “exotic”! Especially if it’s hanging out at the Mandarin Oriental, noshing on the city’s best Asian foods and drinking lots and lots of cocktails. (See above about Emily Gilmore).
$35 For A Decadent Cocktail Brunch For Two At OLMA

Indulge your expensive tastes for inexpensive prices at this Upper West Side restaurant specializing in - what else? - caviar and champagne.
9/24 Rolex Central Park Horse Show Family Day

Miss your pony Carrot Cake since Mother took her away to punish you for underage drinking at boarding school? See some beautiful horses and partake in pony rides, all for free at Central Park. Ah, the good old days!
