Searching for Donald Trump in the VIP tent at the Bridgehampton Polo club isn't hard. The man stands out like he's written in all caps. TRUMP, says his hair. TRUMP, proclaim his slitty eyes. TRUMP, call out the plastic women who follow him around. One of those was women was the disgraced Miss U.S.A., Tara Conner. She was giving an interview to a reporter. "I'm in a 12 step program right now," she said, her manicured fingers seeming to wipe a tear from her heavily made-up eyes, "but that is off the record." Also there was a Miss Universe there and some other pageant title-holders—but Star Jones was banished to the periphery to make room for Trump and his Trumpterage. The hooves of galloping ponies on the polo field went "d-trumpity trump, d-trump d'trump." Amelia Bauer and I were there to document the Trumpsanity.

Saturday's Mercedes Benz Bridgehampton Polo Match was but our second-ever outing to a day of polo. A crush of Maserati, Jaguars and, of course, Mercedes jammed the roads. Horses galloping in the distance sent plumes of dust into the air. Each tent contained its own internal social logic. The sponsors tent was the smallest. It was there where Brooke Shields, her husband and the two kids sat. Also buzzing about was Miss USA 1983 (now a real estate agent!) Julie Hayek and Josh Bernstein, the Jewy and affable television host and American explorer. Laurel Ptak took the pictures.

Last night at the J. Crew store, under glaringly bright lights that seemed to turn the racks of salmon colored slacks lambent and day-glo, WASPs gathered to toast themselves. The occasion was the publication of the new Assouline book "A Privileged Life: Celebrating WASP Style" which does what its subtitle suggests. Assouline owner Prosper Assouline said, "It is sociologique these WASPS. It is so Americaine!" Socialgay Kristian Laliberte and his erstwhile reality TV co-star Paul Johnson-Calderon both wore sunglasses. Upon learning Radar's reporter Sarah Horne went to Exeter, socialite Emma Snowdon-Jones asked whether she swallowed. Horne replied, "Only when I'm forced to." Our Serbian photographer Nikola Tamindzic captured these WASPs in their natural habitat.

This weekend Gawker videographer Richard Blakeley took a trip to the Belmont Stakes, the third jewel in horseracing's Triple Crown, blah blah blah. What did the equestrian betting set look like? Let's just say that if you like watching douchebags cavort you won't be disappointed.

This Saturday, the rich and very rich gathered up in Greenwich, CT. (How unusual!) The occasion was the Ivy Cup, a charity polo match between the teams of Harvard, Yale, Cornell and Princeton. The group met in the main concourse of Grand Central Station: a sea of wide-brimmed hats, well-pressed slacks and day-glo green VIP wristbands. They'd chartered a train up to the CT where the chukkers would be played. Bud Lights and Diet Cokes were stored in large Tupperware tubs. The hours flew by like a cloud on a windless day. The rich don't sweat. Also, we managed to create possibly the largest and most fascinating photogallery in history, courtesy of photographer Laurel Ptak.