Cityfile: New York's Most Notable and Influential

• Bethenny Frankel isn't going to be happy about this one bit, but her Real Housewives of New York City co-star, Kelly Killoren Bensimon, is going to appear semi-nude in the December issue of Playboy. The 40-year-old reality TV star won't have to worry about competing with the women almost half her age who normally grace the magazine's pages: The photos were reportedly taken by her ex-husband, photographer Gilles Bensimon, "several years ago." [In Touch, P6]
• Jennifer Aniston was reportedly in tears over a scene for her flick The Bounty because it reminded her of Brad Pitt. The actress supposedly pulled it together to shoot her lines, but the source said, "privately she is still very fragile." Her rep denies it ever happened. But if it did happen, Jen probably needs a better therapist. [P6]
• Topper Mortimer and his girlfriend, Vogue editor Valerie Boster hit the New Yorkers for Children Fall Gala on Tuesday night... as did Topper's ex, Tinsley. Val was reportedly "not happy," but luckily, they all weren't seated together so there was no WASP throwdown. [P6]More

• George Michael is back in the news and, as usual, it has nothing to do with his music. The singer was arrested on Friday for driving drunk when he crashed his car into a truck. Michael, however, is insisting he was sober at the time. So maybe he's just a bad driver? [NYDN, E!] 
• Is Joe Simpson trying to push the producers of American Idol to hire Jessica Simpson to replace Paula Abdul? That's the rumor. [P6]
• Amy Winehouse's soon-to-be ex-husband, Blake Fielder-Civil says the singer has been "begging him to get back together." Uh oh. [DM]
• Beyoncé has been brushing up on her dance skills by "secretly" enrolling in ballet lessons at the Alvin Ailey School of Dance. [NYDN]More

• Jude Law's rep says that the actor recently found out that he's expecting a fourth child. The mom? She's "an unidentified former lover." Congrats? [EW, People]
• It was less than two weeks ago that Mischa Barton was put under psychiatric care after she going on a drug-fueled bender and suffering a breakdown. Now she's in NYC, putting in long hours playing a character with a drug problem. Maybe this isn't the best idea? [NYDN]

• The latest ad campaign for Chanel handbags, shot by Karl Lagerfeld himself, features a very Holly Golightly-looking Lily Allen. [Pipeline, Cut]
• A new front-runner has emerged to possibly take over struggling Christian Lacroix. This time it's Italian retail giant Borletti. [WWD, AFP]
• More trouble for American Apparel and its founder Dov Charney? An anonymous store manager reports Charney has been busy firing employees "he deems unattractive." [Gawker]
• Amber Valletta is the latest supermodel to launch a clothing line. [Cut]More

• The Barneys display featuring mannequins being attacked and blood spatter on the windows has been dismantled. Barneys creative director Simon Doonan says they had been put up while he was out of town, but they "clearly crossed the line," and so he ordered them taken down. [NYDN]
• Fashion Week kicks off in just seven weeks. The good news is that it probably won't be quite as gloomy this time around. [Cut, WWD]
• Anna Wintour didn't produce or direct The September Issue, the new documentary about Vogue. But that doesn't seem to be stopping her from being "completely controlling" about publicity for the movie. [NYDN]
• Breaking! Michelle Obama unveiled a totally new hairdo today. [Cut] More

• A new month is approaching, so it's time for Russell Simmons to drop the twentysomething model he's been dating and move on to a new twentysomething model. But there are signs the 51-year-old is maturing: Julie Henderson, age 23, has been replaced by French model Noemie Lenoir (right), who is a positively aged 29. [P6]
• A drunken Jonathan Rhys Meyers was detained by the authorities in Paris yesterday after he punched a waiter in an airport lounge. [Us, People]
• Audrina Patridge is saying goodbye to The Hills so she can take part in a new, Mark Burnett-produced reality show for MTV. [NYDN]
• Ricky Martin did not come out of the closet in an interview with a Spanish magazine the other day. He's still inside. Carry on. [Advocate]

• Alex Rodriguez has a new, more age-appropriate celeb to spend his lonely nights with. The Yankee was spotted with Kate Hudson at a UES restaurant and outside 15 Central Park West, the apartment building where he rents. And they seem happy, too, which may be because she doesn't force him to wake up early on Saturday mornings to attend Kabbalah classes. [P6]
• Scarlett Johansson and Gwyneth Paltrow are reportedly butting heads on the set of Iron Man 2. Gwynnie is supposedly mad that Scarlett's been "hogging the limelight" and demanding too much attention from the crew. [Sun]
• It looks like Mel Gibson's new girlfriend is pregnant, after all. [MSNBC, P6]
• Estée Lauder CEO William Lauder and his wife Karen have split up. [P6]
• Penelope Cruz missed a scheduled appearance with Harvey Weinstein in Cannes this week because of food poisoning, although Harvey says she's expected to recover in time for the premiere of their new movie tonight. [Us]More

Happy Birthday | Filmmaker Wes Anderson turns 40 today. Country singer Tim McGraw is turning 42. Jewelry designer Elsa Peretti is 69. Former Random House CEO Peter Olson is 59. Folk signer Judy Collins is 70. Director John Woo is 63. People's Court judge Marilyn Milian is 48. And Kelly Bensimon is 41. Weekend birthdays below. More

• "Real Housewife" Kelly Killoren Bensimon has deceived us all once again. All the talk about her Ivy League education? Turns out she took classes at Columbia's extension school and anyone can do that. In related news, Jill Zarin supposedly tried to return a dress at Intermix with a big stain on it.  [P6]
• Kelis—who is seven months pregnant—has filed for divorce from Nas. [NYDN, People]
• Marc Jacobs admits Madonna did ask him to help Jesus Luz get a work visa, but says it's "no big deal" since he'd "do anything to help a friend." [NYDN]
• An Austrian radio station now says it was responsible for hiring a Beyonce lookalike to fool a Vienna museum. [Us]
• Rachel Zoe flew first-class from LA to NYC. Her husband, however, was forced to fly coach. The indignity! [NYDN]More

• Are Michelle Williams and Spike Jonze planning to head down the aisle this summer? That's what the Star claims, since the two have been together "almost a year" and supposedly "don't see why they should wait much longer." As good a reason as any! [Star]
• Sam Ronson changed her relationship status on Facebook to "It's complicated," and says she and LiLo have started talking again, which may mean they're getting back together. [Us]
• Mary-Kate Olsen "kept touching" actor Bradley Cooper at a Tribeca Film Festival party, which could be a sign that they might be dating. [NYDN]
• Parker Posey showed off her new man at the festival, too. She's dating a sculptor named Scott Lenhardt. [NYM]More

Spotted | Eliot Spitzer hailing a cab on the corner of 51st Street and 7th Avenue with his gym bag and tennis racquet in hand ... Susan Sarandon and Tim Robbins heading into the Angelika Film Center ... Mary J. Blige arriving at LaGuardia ... Lily Allen walking around with a blanket over her head for some reason ... Terrence Howard leaving the movies ... Spike Jonze carrying Matilda Ledger on his shoulders in Brooklyn ... Sarah Jessica Parker and Matthew Broderick leaving the Broadhurst Theatre on West 47th Street ... Josh Hartnett hanging out with his parents in Soho ... playwright Sam Shepard walking in the West Village ... and Jennifer Aniston standing under an umbrella on the set of The Baster.

• Bruce Wasserstein has been keeping busy. In between splitting up with his third wife and marrying his fourth, he found the time to have a baby with a recent Columbia Business School grad, with whom he's now sharing custody of a 10-month-old girl. [P6]
• The LAPD have launched an investigation into who leaked a confidential photo of a battered and bruised Rihanna to TMZ. [TMZ, E!]
• Whitney Port said this week that Olivia Palermo can be "very difficult to worth with," and that she occasionally wants to "slap her." Join the club. [AH]
• Madonna is reportedly planning to use the Vanity Fair Oscar party on Sunday to introduce Jesus Luz to the world as her new boyfriend. [OK!]
• Portia De Rossi is reportedly preparing to undergo IVF so she and Ellen DeGeneres can have a baby. [SFGate]More

Spotted | Kate Winslet walking her daughter Mia to school ... Veronica Webb hailing a cab on Bleecker Street ... Terry Richardson sitting outside a Starbucks in Soho ... Ed Harris arriving at JFK ... Gretchen Mol pushing her son in a stroller in the West Village ... Shia Labeouf walking by himself downtown ... Naomi Watts leaving her apartment in Noho ... Jessica Simpson arriving at LaGuardia ... Lucy Liu walking her dog ... Isla Fisher shopping with her daughter Olive at FAO Schwarz  ... Claire Danes and Hugh Dancy walking in Soho ... and Lily Allen leaving the Waverly Inn.

• Is Jennifer Aniston planning to steal the spotlight away from Brad Pitt and Angelina Jolie at the Oscars by showing up to the ceremony with John Mayer and with a ring on her finger? Maybe! [Star]
• Alex Rodriguez either spent last weekend hanging out with Madonna at Jerry and Jessica Seinfeld's East Hampton mansion, or he spent it partying with Bill Clinton and Spike Lee in the Bahamas, depending on what you read. [P6, NYDN]
• Lindsay Lohan's rep says LiLo can't be anorexic since she "ate two full meals" during a recent photo shoot. It's settled! [P6]
• Gwyneth Paltrow's mom says 800 people have already joined her daughter's Tribeca gym, which hasn't even been finished yet. [NYDN]
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• 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