Cityfile: New York's Most Notable and Influential

• Friends worry Jessica Simpson is "at the lowest point of her life" now that she's lost her beloved dog, Daisy. Others say she's coping "better than her friends may realize." Either way, we she's probably feeling much better now that her friends are sharing her innermost feelings with the tabloids. [People]
• The man suspected of breaking into Lindsay Lohan's house wasn't a complete stranger: The two reportedly hung out on the set of her film Labor Pains last year. The girl's not the best judge of character, as you've probably realized by now. [TMZ]
• The drugs that were prescribed to Anna Nicole Smith amounted to "pharmaceutical suicide," according to newly unsealed court documents that were obtained by the LA Times. Most disturbing: The documents also reveal that both of Anna Nicole's doctors "transgressed professional boundaries by having sexual contact with their famous patient." [LAT]
• Michelle Obama gave Barack the silent treatment at points during his campaign for president because she was pissed about all the women throwing themselves at him, according to a new book. There was even a hot young campaign aide who was mysteriously "relocated" after developing a close relationship with the President. [NYDN, P6]
• Did you catch President Obama's appearance on Letterman last night? [MTV]More

Ashley Dupre is ready for redemption! It's been a year and a half since she became the girl who took down luv gov Eliot Spitzer, and now she tells the Post she's looking forward to love, marriage, and becoming a baby mama. But let's face it: the girl hasn't always been so lucky with men. (In fairness to her, meeting an upstanding guy when you're in the escort business has got to be tough.) But since she's starting over with a clean slate these days, we thought she should start off with a fresh start romantically, too. Herewith, a list of potential suitors for the escort-turned-budding-singer.More

Happy Birthday | New Yorker staff writer and best-selling author Malcolm Gladwell turns 46 today. Writer/director Noah Baumbach is turning 40. Charlie Sheen is 44. Former Bear Stearns chairman Ace Greenberg is 82. Novelist Kiran Desai turns 38. Veteran book editor Gary Fisketjon is turning 55. Big-time commercial director Bryan Buckley turns 46. Entertainment exec Garth Ancier is turning 52. Olympic snowboarder Shaun White is 23. Michael Huffington, the former Republican congressman and ex-husband of Arianna, is turning 62.  And Adam Curry, the former MTV VJ and now a podcaster, turns 45 today.

• Paris Hilton is getting married! Well, sort of. America's original celebutard told reporters that boyfriend Doug Reinhardt is "going to be my husband," and now friends say they're planning a summer wedding in the Bahamas. These two are going to be together forever, just you wait and see. [E!]
• The Lindsay Lohan-Sam Ronson trainwreck rolls on: Ronson seems to have changed her mind and decided she no longer wants a restraining order; LiLo says she's "devastated" by the breakup and that everyone has turned on her. Now Lohan's friends say they're worried she's suicidal. [People, Us, TMZ]
• You didn't expect Michael Lohan to pass up a PR opportunity, did you? He says he's cleared his schedule and put aside his "numerous commitments" to help Lindsay through this crisis. [OK!]
• Madonna isn't taking her legal defeat in Malawi very well: Not only did she send her kids to stay with Guy Ritchie so she could "drown her sorrows" with Stella McCartney, she wore an "uncharacteristically mumsy outfit," too, which can't possibly be a good sign. [Sun, DM]More

• Madonna won't be leaving Malawi with a baby after all: A judge listed a residency requirement as the reason why he rejected her adoption petition, although there's still a possibility Madonna will appeal the ruling. [People, E!]
• These are tough times for Kelly Killoren Bensimon. The "Real Housewife," who was arrested a couple of weeks ago for allegedly beating up her boyfriend, now just lost her Saks modeling gig. [P6]
• Andre Balazs appears to have a new special someone in his life. He was spotted making out with beer heiress Daphne Guinness the other night. [P6] More

• Lindsay Lohan certainly had an eventful weekend. After a judge issued a warrant for her arrest on Friday, Lindsay had a meltdown on Twitter and ended up in a fight with Sam Ronson that was so intense, the cops had to be called. It's not over yet: She's scheduled to appear in court today, although she may not show. [People, Gawker, TMZ, NYP]
• Olivia Palermo isn't making friends in her Tribeca apartment building. She strutted past the people gathered in the lobby last Thursday "completely oblivious" to the fact that one of the building's apartments was on fire. [P6]
• Gwyneth Paltrow and her trainer Tracy Anderson are having trouble finding people to pay $4,500 to join their new Tribeca gym. What a surprise. [P6]More

• Hope you're sitting down for this one. Donald Trump Jr. and his wife Vanessa had a baby yesterday. It was a boy. And he will now bear a burden for the rest of his life: His parents named him Donald J. Trump III. [People]
• Lindsay Lohan is launching a self-tanning line called Stay Gold. Finally! [NYDN]
• "Real Housewife" Bethenny Frankel was spotted using coupons at a hair salon. [P6]
• After dating for about half a century, Harrison Ford and Calista Flockhart may finally be ready to get hitched. [Cindy Adams]
• Please note that Walter Cronkite is not related to social/art scenester Kipton Cronkite, despite his claims to the contrary. [P6]More

♦  Guy Ritchie supposedly cried after seeing son Rocco wearing a Yankees t-shirt this week. So sensitive! Or maybe not so much: Ritchie also reportedly described Madonna as "old, fat, ugly and wrinkled," and said she couldn't sing. [Us, NYDN]
♦  Not only did Lindsay Lohan's stint on Ugly Betty get cut short because she didn't get along with America Ferrera, LiLo clashed with everyone else on set, too. Also, she enjoys snipping out photos of herself from the tabloids. [P6]
♦  Jennifer Aniston's publicist is denying she's pregnant. [ET]
♦  Gossip Girl's Taylor Momsen spent four days in the hospital with a "potentially life-threatening throat-infection." But she was miraculously cured and released yesterday afternoon. [Us] 
More

Happy Birthday | Malcolm Gladwell, author of The Tipping Point and Blink and staff writer at The New Yorker, turns 45 today. Others celebrating: Novelist Kiran Desai is 37, famed editor Gary Fisketjon is 54, and advertising guru Bryan Buckley is 45. Writer/director Noah Baumbach is 39. Charlie Sheen is turning 45. Former VJ and now Web personality Adam Curry is 44. And Arianna Huffington's right-wing ex-husband, Michael Huffington, is 61 today.

• 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]

• Raffaello Follieri might be in the process of negotiating a deal with the feds, which would put him in prison for five to 6 1/2 years instead of the nine-year sentence he could face if he's convicted by a jury. [NYP]
• After months of tabloid drama, Britney Spears and Kevin Federline appear to have finally settled their custody dispute. Kevin will get sole custody of the kids and Brit will have visitation rights. More details will be released after they talk to the judge this morning. [E!]
• Imprisoned Tyco CEO Dennis Kozlowski and his former-waitress wife have reached a divorce settlement. [NYP]
• The launch party for Kimora Lee Simmons' new line, Fabulosity, was a disaster. Some guests threatened to leave, while others started stealing perfume bottles. [Page Six]

• Is it really over between Madonna and Guy Ritchie? Madge has apparently hired England's toughest divorce lawyer, Nicholas Mostyn—the same guy who handled Paul McCartney's split with Heather Mills—so the answer looks like yes. [Holy Moly!]
• Cosmetics mogul Leonard Lauder threw a big engagement party for Tommy Hilfiger and Dee Ocleppo last night at his family's Neue Galerie. Guests included Anna Wintour, Russell Simmons, and Gayle King. [People]
• Time to fire up your charge card. Athina Rousell—the daughter and only living heir of Aristotle and Christina Onassis—is putting her mom's $16 million jewelry collection up for auction at Christie's. The proceeds will go to charity, of course. [NYDN] 
• Ed Norton missed his sister Mary McBride's wedding this weekend because he was in California promoting The Hulk. [Rush & Molloy]
• Despite reports in nearly every tabloid that Diddy is changing his name back to "Puff Daddy," he says he's not. He even posted a YouTube video about the mixup. [E!]

• Haven't seen Isaac Mizrahi around much lately? That's because he's been holed up making his own pomade, since the product he usually uses is no longer on the market. If all goes well, he might sell his new creation and call it I-Hair. [Page Six]
• Producers for Lindsay Lohan's new flick, Labor Pains, were having a tough time getting insurance to cover her. Then they found one company willing to go out on a limb. And you though investing in subprime mortgage bond was risky. [Rush & Molloy]
• Justin Timberlake asked Jessica Biel to move in, and she said yes. Congrats, kids. But she's still holding on to her house just in case things don’t work out. [In Touch]
• Charlie Sheen and Brooke Mueller's wedding vows: He promised to be less organized, and she promised to prepare more non-microwaved meals. Touching. [OK!]
• Remember that reality show Jennifer Lopez was working on with TLC? Sorry, it's all just a big publicity stunt for her new clothing line. [MSNBC] 

• Charlie Sheen and wife-to-be Brooke Mueller are getting married tonight. The bride might already be pregnant, and Denise Richards might be planning to crash the party with her reality show camera crew. Should be fun! [Rush & Molloy]
• Gwyneth Paltrow stays fit by working out for three hours each day, at least according to Mario Batali. [Us Weekly] 
• Clay Aiken's best friend (and producer) was artificially inseminated with his sperm. [TMZ]
• Star has a photo of Chris Noth dressed up as a woman on the set of his first movie. [Star]
• Jenna Bush and Henry Hager are still honeymooning in Hawaii, while you're trapped in a cubicle at work. [People]