How Great Gatsby Would Live in New York Now

By: Cory Lopez / May 10, 2013

The Great Jay Gatsby — he remains the man, the myth, the legend of the Roaring Twenties.

But what if this larger-than-life literary character lived outside the Jazz Era? How would his lavish lifestyle — from those sprawling private parties and swanky speakeasies, to the flashy mansions, cars and fashions — translate to a different decade?

Well, we’re finding out — by dropping the distinguished Gatsby (hypothetically, of course) into the twenty-first century. Here’s how we would imagine the big spender rolling in present-day New York.

The Girl:
For Gatsby, it all starts with the apple of his eye. Perhaps he would find his modern-day Daisy Buchanan in a socialite like Olivia Palermo. She’s not like those loose flapper girls — she’s sophisticated, stylish and, most importantly, posher-than-thou.

The House:
Gatsby would masquerade as a millionaire in an East Hampton mansion, where he would call such Hollywood royalty as Jerry Seinfeld, Steven Spielberg, and Russel Simmons neighbors. And the amusement park-sized mega manse be adorned with the works, from several bedrooms, bathrooms, and guest homes, to a pool, a tennis court, and maybe even a golf course.

The Club:
A run-of-the-mill country club out on the Island would be far beneath the Great Gatsby. The prodigal would instead opt for Manhattan’s most prestigious members-only spots, like SoHo House — where he’d rub shoulders with VIPs like Nicole Kidman, Uma Thurman, and Robert DeNiro — and would even wiggle his way into The Harvard Club, in a bid to protect his highly-educated front.

The Soirees:
In 1920s Long Island, Gatsby was renowned for his fanciful weekend-long fetes. But in this day and age, the host would have to compete with the balls-to-the-walls bashes held by bold-faced names, from P. Diddy’s White Party to Oprah’s Legends Ball. To up the ante on them all, Gatsby would surely boast bottomless Cristal, five-star restaurant horderves, a high-priced DJ on the 1s and 2s, a bountiful of beautiful women, and let’s be honest, likely more narcotics than Studio 54 saw in its heyday.

The Ride:
Gatsby would be rolling down 5th Avenue in a Rolls Royce Phantom — in solid gold. The luxury car would set him back a cool $8.2 million, but no price tag is too lofty for Gatsby when it comes to having wheels to impress the woman of his dreams.

The Phone:
Speaking of gold, Gatsby would get his hands on the customizable, hand-crafted 24-carat gold iPhone — studded with Swarovski crystals, to boot — because how could his cell phone not be couture?

The Hotel:
For a night in the city, Gatsby would throw down thousands — petty cash to him — for a lavish stay at the Plaza Hotel, where would of course, ever so fittingly, stay in the Fitzgerald Suite.

The Suit:
Any man of the moment would be hopping aboard the Tom Ford train. Gatsby would join the A-list followers like Justin Timberlake in dressing to the nines in the on-the-rise suit marker’s cutting-edge menswear collection. And, for good measure, he’d be sure to have Alexander Amosu’s priciest suit on the planet — over a $100,000 worth of rare animal thread, all adorned with gold and diamond buttons — in his closet.