Cityfile: New York's Most Notable and Influential

• Paris Hilton reportedly broke up with boyfriend Doug Reinhardt after she saw him partying with a "Texas beauty queen" named Kendhal Beal. The heiress responded by throwing a fit (and some fruit and ice in Beal's direction). But don't you worry about Paris. She's got her dependable sister by her side. And she's already moved on to someone new, namely soccer star Cristiano Ronaldo. [P6, People]
• Madonna will be performing her Kabbalah rituals today with an extra bit of enthusiasm: Malawi's highest court has overturned its previous ruling and has granted her adoption of Mercy James. Justice to the people! [DM]
• Dr. Drew Pinsky of Celebrity Rehab is offering Lindsay Lohan six figures to appear on his VH1 reality show. But only because he cares deeply about her well-being, not because he's interested in ratings or anything. [NYP] More

• Eliot and Silda Spitzer made their first public appearance together last night. The couple turned up at the Waldorf for the eighth annual Children's Benefit Gala and were spotted holding hands and making "lovey-dovey looks at each other." Unconditional love is a beautiful thing. [NYDN]
• The stress over the Kiefer Sutherland/Jack McCollough incident must be getting to Brooke Shields: She was spotted looking "upset, overwhelmed and stressed" at the Innocence Project gala on Wednesday night. On a related note, the desk appearance ticket Kiefer received yesterday means he will be a free man until he shows up in court on June 21. [NYDN, NYP]
• Lindsay Lohan's 15-year-old sister Ali has reportedly dropped out of high school so she can party full-time with her big sister. Good work, Dina. [P6]
• Sarah Jessica Parker and Matthew Broderick are expecting girls when their surrogate gives birth in a few weeks. [OK!]More

• Is Madonna's relationship with Jesus Luz purely platonic? The two are "quite close and cuddly, but not exactly romantic," and Jesus was spotted at a Kabbalah service "playing around more with Rocco than paying attention to Madonna," which can't be a good sign. [E!]
• Did marrying Tom Cruise ruin Katie Holmes' chances of ever having a movie career? Is Tom's sister secretly handling his PR even though she pretends to just be his assistant? So many questions! [Fox 411, P6]
• Amy Winehouse's estranged husband Blake Fielder-Civil was released from jail yesterday. [The Sun]
• Martha Stewart's old friend Sam Waksal is now out of a halfway house and "ready to get back to work trying to find a cure for cancer." [NYDN]More

Silda Wall Spitzer has a new job! According to New York, last month the wife of the former governor joined Metropolitan Capital Advisors, where she will be helping the hedge fund recruit new investors. (If that sounds like an impossible task in this market, consider that she's managed to put up with Eliot for 21 years now.) She's not the only one in the family looking ahead. Supposedly, the former governor is considering writing a book, although it won't address his taste for high-priced call girls or why he wears black socks in bed, unfortunately. The book will address the "root causes of the mistakes that have brought us to the economic precipice," and "take a wistful look at his fourteen-month governorship and its unfulfilled goals."

Clips of Diane Sawyer's interview with Ashley Dupre were aired earlier on Good Morning America. You'll have to wait until tonight to see the entire thing (assuming you still care about any of this), but click through if you'd like to see her explain how she had no idea that she was sleeping with the governor. ("He looked familiar. But I was 22 years old. I wasn't reading the papers, I was so involved in my life and I was so selfish and caught up in my life and I didn't know who he was.") And you can totally feel the geniune, heartfelt emotion when she talks about watching Silda Spitzer stand by her husband's side during his resignation speech: "I felt connected to her. I didn't feel connected to him. Her pain. And I just saw the pain in her eyes." The clip is after the jump.More

Silda Puts on a Brave Face | Silda Wall Spitzer's father-in-law will appear in court today and the prostitute who destroyed her husband's career will be all over TV this weekend now that her interview with Diane Sawyer will air tonight on 20/20. What has the wife of the former governor been up to recently, you ask? She hasn't exactly been in hiding. Yesterday, David Patrick Columbia hosted a luncheon at the 21 Club with Silda and a bunch of socialites to drum up support for Silda's non-profit group, Children For Children. And despite everything that's going on, she's doing just fine. "The Spitzer family is together and riding the waves we call life," reports Columbia. [NYSD]

Ashley Dupre won't be the only person in Eliot Spitzer's life making headlines tomorrow. Hours before her primetime debut, Eliot's 84-year-old father Bernard Spitzer will be making an appearance of his own when he turns up in court to testify in his own defense in connection with charges he fired four men from one of his apartment buildings because they're African-American. (Interestingly, Spitzer family nemesis Roger Stone is advising the four men for free.) We're going to go ahead and assume Silda won't be watching the action unfold at either event.

♦  The Ashley Dupre press bonanza begins: In her first print interview with People, which hits newsstands on Friday (the same day she'll appear on 20/20), Dupre says she's just a "normal girl" who has "a lot of depth," and that she feels sorry for Silda Spitzer, but doesn't blame herself for Eliot's downfall. [People, NYP]
♦  Are Gwyneth Paltrow and Chris Martin splitting up? The two have spent very little time together since this summer, and now she's become "very good friends" with Fontainebleau hotel owner Jeff Soffer. Gwynnie reportedly spent time with Soffer (and his Bentley and yacht) this past weekend in Miami. [P6]
♦  Britney Spears is supposedly dating a 27-year-old model named Marco D'Angelo who she met through friends in Las Vegas. [Star]
♦  It looks like Anne Hathaway is attracted to lovable losers, since people who know her new boyfriend, actor Adam Shulman, say he's an "opportunist" who "went after all the heiresses" when he was a student at Brown. [P6]More

♦  Although her life looks like it's finally back on track, a new documentary suggests Britney Spears thinks her new life is like prison and lacks "excitement" or "passion." Hopefully she'll be in a better mood in two weeks when she makes an appearance at the Rockefeller Center tree lighting ceremony. [The Sun, OK!]
♦  Could Anna Wintour be planning to retire? Page Six says the Vogue editor is thinking about leaving the mag once her contract is up, and she's even been recommending possible replacements to Si Newhouse. [P6]
♦  Kiefer Sutherland may be planning to move to NYC so he can be closer to his girlfriend, Allure style director Siobhan Bonnouvrier. [Daily Star]
♦  Madonna is reportedly making $10 million to appear in her new Louis Vuitton ad campaign. [P6]More

Silda Wall Spitzer turned up at Michael's yesterday to celebrate the birthday of "communications consultant" Kathy Lacey Hoge and the wife of the former governor is doing "just fine," you'll be relieved to hear. More importantly: What on earth happened to Ashley Dupre? Now that summer is over and she's no longer spending her days sunning herself on the Jersey Shore with her mother (with Post photographers following closely behind her, naturally), she seems to have vanished! Do drop us a line if you know more! [NYO, NYSD]

Eliot and Silda Celebrate in Style | Did you know that last Friday marked Eliot and Silda Spitzer's 21st wedding anniversary? Neither did we! Fortunately, the Daily News was thoughtful enough to send a reporter to cover the momentous occasion, who found the couple celebrating over breakfast at E.A.T on the Upper East Side: "She had toast. He had oatmeal. They shared laughs." Don't forget: breakfast is the most important meal of the day! [NYDN]

• Ashley Dupre's reps, who have been negotiating deals on her behalf, say she's interested in "journalism and lounge singing," and that she "sees herself as a kind of Dr. Phil." Appropriately, the $2 million TV offer she's considering would team her up with the producer to reunited Joey Buttafuoco and Amy Fisher.  [NYP]
• Ivana Trump fell off a banquette at Denise Rich's big party in St. Tropez last week and had to be carried off the boat by husband Rossano Rubicondi. [Page Six]
• Silda and Eliot Spitzer were spotted having dinner last week and "made two seconds of eye contact during dinner." [Page Six]
• Indiana Jones actor Shia LaBeouf was arrested for drunk driving on Sunday. [NYDN]

• Beth Ostrosky loves sharing wedding details. Howard Stern's almost-wife says she and the shock jock will be inviting 150 guests to an October wedding in the city, and she'll be wearing a Marchesa dress that she's been discussing with Georgina Chapman. Oh, and the happy couple plans to adopt more dogs since Howard says he's not having any more kids. [Page Six]
• Eliot Spitzer and wife Silda Wall Spitzer made an appearance at Horace Mann's middle school graduation. Diddy was also on hand since his son Justin was graduating, too. [Page Six]
• Kate Moss threw a fit at Milk Studios last week after someone told her she couldn't go in the bathroom with her group of friends. [Page Six]
• Kevin Spacey a diva? Apparently he's been traveling with an enormous entourage, just like Mariah Carey. Wait, how did Mariah get dragged into this? [Page Six]

• Former New Jersey Gov. Jim McGreevey had a messy day in court yesterday. He's in debt to the tune of hundreds of thousands of dollars thanks to legal fees and alimony payments. Plus, he's got to pay his partner, Mark O'Donnell (who works for billionaire developer Charles Kushner) $3,000 a month in rent. True love! [NJ.com]
• Desperate publicity stunt du jour: JE Englebert, the owner of Prime and Suzie Wong's, is offering Lindsay Lohan a free mink coat after it was reported Lohan stole a coat from a Columbia student at 1Oak two weeks ago. [Page Six]
• Silda Wall Spitzer came out of hiding last night to make an appearance at a benefit for Children for Children, a foundation she founded. She looked "radiant," which may have something to do with the fact she left her disgraced husband at home. [NYDN]
• Derek Jeter may or may not be dating Minka Kelly, of NBC's Friday Night Lights. [Page Six]
• Kristin Davis tells Health magazine she was an alcoholic when she was younger. Not quite a sex tape but a nice little nugget of PR just a week before the Sex and the City movie opens. [Us Weekly]
• Ivana Trump's marriage to boytoy Rossano Rubicondi already appears to be in trouble. The couple never went on a honeymoon and then didn't turn up on the French Riviera as expected. Let's be optimistic and assume they've spent the last month locked away in luxurous suite sipping champagne and eating strawberries. [Page Six]