Cityfile: New York's Most Notable and Influential

In the wake of Billy Joel and Katie Lee Joel's big breakup last week, Jo Piazza takes a look at the trophy wife phenomenon for The Daily Beast today. And you know what? It turns out it's a pretty good gig. A "transitory stepping stone into a better life," the job doesn't necessarily have to last all that long; a trophy wife may only be forced to sleep with the creepy old man she's vowed to remain with for the rest of her life for a matter of months, in fact. "The shelf life for the typical trophy wife—the time it takes her to increase her monetary and social standing for the rest of her days—is typically two or three years," which, as Piazza points out, is less time than the time it takes to attend medical school. (And Lord knows training to become a doctor doesn't come with boozy afternoons at charity golf tournaments or trips to the Côte d'Azur.) More

• Bruce Willis tied the knot with Victoria's Secret model Emma Heming this weekend at his home in Turks & Caicos. He's 54; she's 30. Guests at the wedding included his daughters, Madonna, and Demi Moore and Ashton Kutcher. [NYP, LAT]
• Natasha Bedingfield got married on Saturday, too, to a California businessman in Malibu. [People]
• 64-year-old tech billionaire Jim Clark married his 28-year-old girlfriend this weekend with a four-day event on Richard Branson's Necker Island. Guests included Naomi Watts, Liev Schreiber and Ed Norton. [NYP]
• Harrison Ford and Calista Flockhart finally got engaged. [People]
• Alas, it's not all happy news: Agyness Deyn and Albert Hammond Jr. have reportedly broken up. [NYM]More

• Lizzie Grubman gave birth to another son yesterday. Little Jack arrived ahead of schedule, though, which must be wreaking havoc on Lizzie's weekend plans. [P6]
• Larry King lost "more than $1 million" to Bernie Madoff. And some sources say Madoff is now contending with some "serious" health issues. [P6]
• Tom Cruise is undergoing an image makeover so he can win back female fans. This will reportedly prohibit him from wearing sunglasses on the red carpet, getting grabby with Katie Holmes, or lecturing TV hosts on psychiatric medications. [Star]More

• Sarah Jessica Parker and Matthew Broderick may seem really happy and content with life, but it's just a carefully-constructed façade that is now crumbling to pieces because Broderick can't stop himself from cheating. Or at least that's what the Star is claiming after it caught sight of SJP socializing with a real estate broker, something you wouldn't even think of doing unless you were planning to leave your husband and move out on your own, right? [Star]
• Peter Cook has filed charges against Christie Brinkley for refusing to hand over son Jack's passport so the two can go on a school trip to Egypt. [P6, OK!]
• Disgraced Lehman CEO Dick Fuld and his wife Kathy needed help using JetBlue's check-in kiosk in Palm Beach, poor things. [P6]
• Paris Hilton says she's not a slut because she's only had sex with "a couple of men," which, by that standard, means you're still a virgin. [The Sun]More

♦  A long list of celebs have been involved in a last-minute effort to get out the vote for Obama, including Oprah, Diddy, Sarah Jessica Parker, Matthew Broderick, Edie Falco, John McEnroe, Mary J. Blige, Russell Simmons, Beyonce, and Jay-Z. In the elderly celebrity writer department, Vanity Fair's Dominick Dunne says he postponed surgery so he could vote today. [R&M, Politico]
♦  Ivana Trump has been calling Marius Rusovici, the 23-year-old Belgian she's been hanging out with, "her boyfriend," although it may just be a plot to make Rossano Rubicondi jealous. Or stir up some press. Or both. [NYDN]
♦  David Duchovny and Tea Leoni were spotted holding hands while their kids went trick-or-treating on the Upper East Side last Friday, which may or may not mean they're getting back together. [P6]
♦  Sumner Redstone's ex-wife, Paula Fortunato, is still living in his Beverly Hills mansion. But he may have already reunited with his ex-girlfriend, Manuela Herzer. [P6] 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

♦  Jennifer Aniston is pregnant with John Mayer's baby. At least that's what the always-reliable Star is now reporting. [Star]
♦  Remember how Donald Trump said he'd help Ed McMahon by buying his home out of foreclosure? Seems like it was just a publicity stunt at McMahon's expense, although Ed's newfound career as a rap artist should pay the bills for now. [P6]
♦  Your daily dose of Madonna-Guy news: Madge says her husband lived "like a king" off her money and she's insisting the kids be with her during the holidays ("Christmas doesn't exist in the Madonna household because of Kabbalah"). For his part, Guy may already have a new girlfriend. [Daily Mail, Mirror, Page Six] More