Cityfile: New York's Most Notable and Influential

Jared Kushner learns quick. And he's going to blend into the Trump family just fine. WWD reports today that the engagement ring he gave Ivanka was from Ivanka's own collection, a 5.22 cushion cut diamond that's "proprietary" to Ivanka Trump Fine Jewelry™. Ivanka will now serve as a living, breathing ad for her engagement ring line (as well as benefit from the press attention that follows). And Jared—hopefully!—managed to knock a few bucks off the price thanks to this most personal connection. Most importantly: More

The snowstorm didn't stop art and society scenesters from stopping off at the New York Academy of Art on Monday night. Guests at the Tribeca Ball included Liev Schreiber, Justin Timberlake, and event co-chair Eileen Guggenheim (left), along with Bill Clinton, Andre Balazs, Andy and Kate Spade, Adam Weinberg, Jason Wu, Nicole Miller and Kim Taipale, Monet Mazur, Alek Wek, Bettina Zilkha, Poppy de Villeneuve, Jennifer Creel, Jean-Pierre Roy, Ludwig Kuttner and Beatrix Ost, stylist Ric Pipino, Heather Mnuchin, Liam McMullan, Antoine and Maureen Chiquet, and artist Will Cotton. [PMc, Wireimage, VF, FWD, Style.com]More

♦  Alexander Wang was the big winner at Monday night's fifth-annual CFDA/Vogue Fashion Fund awards at Skylight Studios. Wang and fellow nominees like Richard Chai, Jason Wu, Lisa Mayock and Sophie Buhai, Irene Neuwirth, Alejandro Ingelmo, Juan Carlos Obando, Albertus Swanepoel, Swaim and Christina Hutson, and John Patrick were feted by John Galliano (left, with Charlize Theron), Anna Wintour, Diane von Furstenberg, Sally Singer, Andrew Rosen, Reed Krakoff, Jeffrey Kalinsky, Julie Gilhart, Julie Macklowe, Daphne Guinness, Sasha Heinz, Tory Burch and Lyor Cohen, Andre Leon Talley, Narciso Rodriguez, Maria Sharapova, Penn Badgley, Zac Posen, Vera Wang, Chanel Iman, Juliette Lewis, Harvey Weinstein and Georgina Chapman, Tommy Hilfiger and Dee Ocleppo, Lauren Santo Domingo, Peter Som, Piper Perabo, Phillip Lim, Lazaro Hernandez, Maggie Betts, Calvin Klein, Damon Dash and Rachel Roy, and James Franco. [PMc, NYO, Style.com, The Daily]More

The Tribeca Film Institute hosted a benefit screening for the Quantum of Solace last night, which was followed by an afterparty at Tavern on the Green. Attendees included Daniel Craig, Becki Newton, Chris Diamantopoulos, Robert De Niro and Grace Hightower, Craig Hatkoff and Jane Rosenthal, Julia Stiles, Kelly Killoren Bensimon, Jeffrey Wright, Debra Messing, Andre Balazs, Andrew Saffir and Daniel Benedict, Hoda Kotb, Jill Stuart, John Sykes, Judy McGrath, Howard Stringer, Rob Wiesenthal, Liya Kebede, Stewart Rahr, Molly Sims, and Serena Altschul. [PMc, Wireimage, GoaG] More

Two weeks ago the news surfaced that Viacom chief Sumner Redstone and his second wife, Paula Fortunato, were divorcing after five years of marriage. Much was made of Redstone and Fortunato's 39-year age gap and the couple's pre-nup, which will provide Fortunato with a $5 million fortuno for the five years she spent by the not-so-healthy billionaire's side. But she's hardly the only one who has been married to someone who could easily pass for her father or granddad. After the jump, a list of famous New York couples and their equally famous age gaps. More

Spottings | Regis Philbin leaving the Reebok Sports Club on the Upper West Side ... Katie Holmes and Suri Cruise walking into the playground at Chelsea Piers ... Melania Trump with son Barron in Central Park ... Lindsay Price filming a Lipstick Jungle scene ... Tyra Banks posing with the models from Vogue Italia's all-black issue on a sidewalk in Chelsea ... The Jonas Brothers filming a music video in Central Park ...  and Paris Hilton and Benji Madden getting out of a taxi downtown.

Angelina Jolie might think her new twins are pretty special now that she's earned a cool $14 million for the photo rights. But there are plenty of New York socialite moms who think their kids are pretty important, too. Will any of these kids turn into the Tinsley Mortimer or Peter Davis of 2025? Take you best guess at who these little youngsters are related to, then click through for the answers.More

• Russell Simmons lost $15,000 worth of jewelry last Saturday after an employee left a suitcase full of his bling in the hallway of a Bleecker Street apartment building for 30 minutes. The mogul's reps deny the jewels were even his—they say the stolen merch belonged to the employee—but either way, the NYPD is on the case. [Page Six]
• Naomi Campbell played second fiddle to another woman for an entire day: The supermodel diva was a bridesmaid at her BFF's wedding last Friday at Cipriani Wall Street. Oh, and this best friend used to be Diddy's assistant, so he was at the wedding too. [Page Six]
• Could another Trump be on the way? Melania Trump says she wouldn't rule it out. God help us. [OK!]
• More details from Madonna's brother's forthcoming tell-all: Guy Ritchie is a homophobe, or so he says. [Rush & Molloy]
• Remember Mariah Carey's plans for a big, lavish second wedding in the States? Well, those plans have probably been scrapped, now that none of the tabs were interested in paying for exclusive pics. [MSNBC]