Cityfile: New York's Most Notable and Influential

• Down-and-out former pageant queen Carrie Prejean must be getting really desperate: She's turning to Donald Trump for career advice. Trump suggested she "become a major porn star," make tons of cash and then "give it to worthy causes." Clearly, it's this type of forward thinking that has made Trump the business titan he is. [P6]
• Nic Cage's lawyer now says the countersuit by the actor's former business manager—Samuel Levin claims he warned Cage about his "compulsive, self-destructive spending" years ago—is "ridiculous." As for Cage himself, he's in Somalia right now facing down evil pirates since he's under the impression that his life is one big action movie, but says he'll sort everything out once he gets back to the States. [P6]
• Lou Dobbs is taking a vacation now that he's no longer with CNN. Mexico is not on his travel itinerary, in case you were wondering. [NYP]
• Larry King's 10-year-old son is the luckiest boy in all of Los Angeles today: He's been signed to host his own cable TV show. Ain't nepotism grand? [TMZ]
• Amy Winehouse's dad says his daughter's new breast implants are leaking, which is why she's been in the hospital recently. But presumably that's to be expected if you poke yourself with needles all day, no? [Sun]More

• Did David Letterman's wife boot him out of the house because he "balked at telling her the complete truth about the female staffers he bedded"? That's what the National Enquirer has been claiming, although his spokesman says it isn't true. So maybe he's just still sleeping on the couch. [NYDN]
• Amy Winehouse is back in the hospital for the 143rd time. It was due to an "adverse reaction" she had to cold medicine. Naturally. [Mirror]
• A brawl at a club in Queens over the weekend led cops to shoot a man who once worked as a bodyguard for Jay-Z, Mariah Carey and Diddy. [NYP]
• Paris Hilton is "declaring war" on the Kardashian sisters because they're more famous than she is these days and they're earning more money, too. Paris has "hatched a plan" to return to her former perch as tabloid queen, however. It entails launching a new hair and beauty line and playing up her "more stable relationship with Doug Reinhardt." [P6]More

• A flight attendant who worked aboard Oprah Winfrey's private jet says she was falsely accused of having sex with a pilot mid-flight by another flight attendant and the daughter of Gayle King. And even though she passed the polygraph test she was given, she was fired because of it. So now she's filed a lawsuit against Oprah. Naturally. [NYDN]
• David Letterman isn't the only late-night comedian who's found romance in the workplace: Jimmy Kimmel, who split up with comedian Sarah Silverman back in March, is now dating one of the writers on his show. [People]
• Madonna has reportedly parted ways with her nutty trainer, Tracy Anderson. Explains a source: "Madonna had grown tired of the baggage that Tracy always seemed to be carrying with her. Tracy had grown to be more of a distraction than anything else." [P6]More

• Brooke Shields can't seem to make up her mind about who's to blame for the Kiefer Sutherland-Jack McCollough incident last week. A few days ago, her reps denied she'd been pushed by Jack. But now she says he did bump into her, and that Kiefer "has always been a gentleman" with her. Go figure. [TMZ, NYDN]
• Madonna took her kids to a Mets game on Mother's Day, which was all part of a plan to make Alex Rodriguez jealous, apparently. Also, the singer/diehard baseball fan sat in Jerry Seinfeld's seats and hung out with the Anderson Cooper the whole time, just so you know. [P6]
• More topless photos of Carrie Prejean have surfaced online. [TMZ]
• Barbara Walters wore the same dress to the Time 100 gala and the White House Correspondents' Dinner. The horror! [TMZ]
• Maya Rudolph and PT Anderson are expecting their second child. [People]More

• The drama surrounding fashion's most famous headbutt continues: Kiefer Sutherland says he was "defending the honor" of Brooke Shields by attacking Jack McCollough, since Jack had knocked Brooke over and then failed to apologize. Brooke and Jack, however, say the push never even happened, and Kiefer was running around drunk and "looking for something to smack." The police are now investigating the matter, since apparently there aren't more important crimes to be tackling right now. [TMZ, TMZ, NYDN, P6]
• Anna Wintour and Rihanna were acting like old pals at a Costume Institute afterparty on Monday night, which certainly bodes well for Rihanna's chances of landing a Vogue cover in the future. [NYDN]
• Lindsay Lohan was supposed to chaperone her little sister to a party at LA's Roosevelt Hotel on Monday night, but ended up "getting up close and personal" with ex-boyfriend Jared Leto instead. [E!, P6]
• Casey Johnson, meanwhile, showed up to the same party and was overheard telling a friend that she and Courtenay Semel have broken up, again. [P6]More

• Things aren't looking up for Damon Dash. He's lost a fortune recently and is buried under a mountain of debt. Now it looks like he's losing his wife, too: Rachel Roy just slapped the hip hop mogul with divorce papers. [NYDN]
• David Letterman and his longtime girlfriend Regina Lasko got married last week. [NYP, Us]
• Courtenay Semel, daughter of media mogul Terry Semel and occasional girlfriend of Casey Johnson, has checked into rehab. [P6]
• The real reason behind Jen Aniston and John Mayer's split? Jen was supposedly sick of his "obsession" with Twitter. Naturally. [Sun, Telegraph]More

• Lindsay Lohan says she wants to convert to Judaism so she can "prove her commitment" to girlfriend Sam Ronson. She even went to the great trouble of updating her Facebook status to "I'm converting." [Daily Mail, P6]
• Katie Holmes looked "gaunt and tired" at an LA restaurant over the weekend. It could just be the elaborate security precautions wearing her down: Tom's security detail insisted on "sweeping" the eatery before anyone sat down to eat. [NYDN, MSNBC] 
• Chris Brown and Rihanna have left Miami for LA and are now staying at the Beverly Wilshire Hotel. The public outrage over the reconciliation continues, though. [E!, LAT, OK!, People]
• Jimmy Fallon looked a bit "awkward" and "stiff" when his talk show made its debut last night with guests Robert De Niro and Justin Timberlake. [Us]
More

Much like the Amish and freaky polygamist cults living in the Nevada desert, members of America's wealthiest—and Waspiest—households don't pay any attention to the annual glitz-fest on Oscar night. At least that's what band-aid heir Jamie Johnson says in his latest column on "the secret lives of the super-rich" for VF.com:More

• There was no shortage of drama at the Grammys last night. Chris Brown and Rihanna were both no-shows after Brown was arrested for allegedly assaulting the R&B singer. Usher failed to appear, too, flying down to Brazil to be with his wife, who suffered complications from a plastic surgery operation. One person who did make it to the show was M.I.A., who performed on stage with Jay-Z, Lil Wayne, T.I., and Kanye West despite being nine months pregnant. [NYP, People, EW]
• Courtenay Semel says she's been cut off by her dad, former Yahoo CEO Terry Semel, and is now trying to land a reality show to pay the bills. [NYP]
• Salman Rushdie's new girlfriend is Pia Glenn, who's 29 years his junior. [R&M]
• Peaches Geldof and rocker Max Drummey are said to be divorcing after just six months of marriage. [The Sun]More

• There were bound to be a few dramatic moments at the inaugural parties last night: Sheryl Crow had an awkward run in with her ex, Kid Rock, in the lobby of Donovan House. John Legend was forced to make a last-minute stop at Bloomingdale's because his girlfriend didn't have a gown. Susan Sarandon got a reporter kicked out an event for daring to ask a question. And Jennifer Lopez and Marc Anthony showed up so late to the Neighborhood Ball, they almost didn't get in. [P6, WP, Politico]
• One possible explanation for Lopez's late arrival: She was spotted at the Scientology Center in LA yesterday morning, trying to sneak out of the building without being noticed. [NYDN]
• Another headache for John Travolta and Kelly Preston: A politician in the Bahamas may have been part of a plot to extort money from the couple following the death of Jett Travolta. [OK!]More

• Naomi Campbell has settled a lawsuit by a former maid who alleged the world's most temperamental supermodel threw her phone at her head after she failed to find a pair of misplaced jeans back in 2006. [NYDN]
• Casey Johnson and Courtenay Semel appear to have made up following their violent brawl. They're heading to Sundance together. [P6]
• Guy Ritchie spent time at Madonna's apartment on Tuesday. Not because they're reconciling, but because Madonna's daughter Lourdes insisted on it. [NYDN]
• George Soros has a new "friend," a model 50 years his junior named Kate Gibbs. This is what she looks like, just in case you're curious. [P6]
• Book agent and man-about-town Luke Janklow and his wife, Sweetiepie owner Julie Janklow, appear to be headed for divorce. [P6]More

• It's getting ugly between Jennifer Lopez and Marc Anthony: Star reports that the couple have gotten "physical" and there's been lots of "pushing and shoving," and Lopez has even gone running back to Diddy for help.  [Star]
• Heiress Casey Johnson's new short hairdo? It's because she got into a vicious brawl with ex-girlfriend Courtenay Semel, who set Casey's hair on fire and beat her up so badly that she had to be hospitalized. [P6]
• Better not ask Beyonce to dog sit. Staffers at her label, Columbia Records, say she dropped off her shih tzu six months ago but has yet to come pick little Munchie up. [The Sun]  More

• Alessandra Ambrosio just gave birth, but she isn't wasting any time. She's reportedly already looking to sell pictures of her newborn daughter Anja to the tabloids. [P6]
• Real Housewives star LuAnn de Lesseps went to Todd Rome and Vanessa Brahms' Southampton wedding, where she may have gotten drunk, sang songs, and tried to make out with a married man. This may also explain why she reportedly got into a fight with her husband afterwards in the parking lot of Nello's. [P6]
• Rafael Nadal didn't care much for the photo of him on the cover of last week's New York. The tennis star says it went "further than he was comfortable with." [MSNBC]
• Guy Ritchie says he's not a follower of Kabbalah, and that he and Madonna may "possibly" be adopting another child from Malawi in the future. [OK!, Observer UK]

• Matt Damon's wife Luciana gave birth to the couple's second child together yesterday, a girl named Gia Zavala Damon. [NYDN]
• 50 Cent is supposedly stonewalling investigators who want to question him about the Long Island fire that destroyed his ex-girlfriend and son's home. [NYP]
• Ricky Martin is the new father of twin boys, who were born to a surrogate sometime in the last few weeks. [People]
• Donald Trump might not be buying Ed McMahon's home after all: an anonymous buyer is offering to outbid him. [ExtraTV]
• Lisa Gastineau has started filming a new reality show for VH1. It's called Camp Cougar. TV just gets better and better, huh? [P6]

• Ellen DeGeneres and Portia De Rossi officially tied the knot in front of 20 guests at their Beverly Hills home on Saturday, exchanging handwritten vows and Neil Lane rings. Ellen wore a pants suit; De Rossi opted for a Zac Posen gown. [NYP]
• Madonna spent her 50th birthday in London, attending Kabbalah sessions before having a small party at her London home. She then hit the clubs with 90 or so of her closest friends. [Mirror, Showbiz Spy]
• Did Hillary Clinton get facial fillers from a plastic surgeon earlier this month? [R&M]
• Republicans are having a tough time finding any celebrities to come to their convention. [R&M]