Natalie Portman walking to her trailer on the set of Black Swan ... Rhea Perlman and Danny DeVito arriving at JFK ... Denis Leary shooting scenes for Rescue Me ... Kelly Rutherford picking up an iced tea at Yura On Madison ... Naomi Watts pushing her sons in a stroller ... Matthew Broderick walking with son James in the West Village ... Kelsey Grammer and wife Camille arriving at JFK ... Blake Lively walking with her bodyguard to the Gossip Girl set ... Vampire Diaries co-star Ian Somerhalder heading into Vento on Hudson Street ... and Kelly Bensimon of Real Houswives and Jersey Shore's Pauly D attending a charity event at Chelsea Piers.

• The first photos of Tiger Woods at Mississippi sex rehab facility he's been staying at have arrived. He's wearing a hoodie, baseball cap, and pair of shorts in the pics. And he has a not-so-happy expression on his face, which is probably how you'd respond, too, if you were in sex rehab and you walked out of your front door to find a National Enquirer photographer lying in wait. [NE]
• Will today be the day Conan finally settles with NBC? Quite possibly. [NYDN]
• Several of Lindsay Lohan's friends think she may be cutting herself (again) after she showed up at a pre-Golden Globes party with a fresh scar on her arm. In other LiLo news, she was spotted making out with a random French actor the other night, in case that news is of any interest you. [NYDN, TMZ]
• Are you ready to bid adieu to the charming cast of cable TV's classiest new reality show? Yes, the finale of Jersey Shore airs on MTV tomorrow night. But it will be followed by a one-hour reunion special and producers are already hard at work on prequel called "Before the Shore," so rest assured you'll be seeing plenty of the Shore crew in the months ahead. [NYP]
• Just in time for the new season of Real Housewives of New York City, Kelly Killoren Bensimon has agreed to appear in the March issue of Playboy. The 41-year-old mother of two will appear on the cover. But there will also be six-page "nude pictorial"—shot by Kelly's ex-husband Gilles Bensimon—inside the magazine as well, you'll undoubtedly be thrilled to hear. [Us, P6]

John Mayer: "The phone doesn't pick up because I'm masturbating." Heidi Montag: "If Cleopatra were alive now, I'm sure she'd have triple D's." Kelly Bensimon's Playboy shoot: "What sexy looks like at 41." Wednesday's gossip roundup is highly quotable.

It was quite a day for female singers. Also either birthing, dying, or marrying today are Martin Bashir, novelist Robert B. Parker, Guy Day, Renee Zellweger, Bradley Cooper, and Top Chef tater tot Sam Talbot. Come find out which!

A pregnant Padma Lakshmi withdrawing cash from an ATM ... Nicole Kidman leaving her apartment building in the West Village ... Penelope Cruz and Javier Bardem arriving at JFK ... Kelly Bensimon shopping at Whole Foods ... Keri Russell talking on her cell phone ... Hugh Jackman picking up daughter Ava from school ... Catherine Zeta-Jones exiting her apartment building on Central Park West ... Josh Duhamel and Fergie walking around SoHo ... Rachel McAdams getting out of a car in front of ABC studios ... Ashlee Simpson and Pete Wentz leaving Bloomingdale's with their son Bronx ... Sarah Jessica Parker walking in the Village ... and Bethenny Frankel walking her dog in Midtown.

"Real Housewives" Kelly Bensimon and Jill Zarin posing for a pic on the LES yesterday after having lunch at Little Giant ... Brooke Shields shopping downtown ... Celine Dion leaving Serge Normant at John Frieda Salon in the meatpacking district, and later stopping off at Dylan's Candy Bar with her son ... Steve Martin eating lunch yesterday at Via Quadronno on Madison Avenue ... Sarah Jessica Parker walking son James to school in the Village ... Cynthia Nixon's partner, Christine Marinoni, walking downtown ... Emily Blunt arriving at the studios of the Today show ... Taylor Momsen on the set of Gossip Girl in the meatpacking district ... Pete Wentz shopping with his son Bronx ... Kate Hudson leaving MTV in Times Square ... and Rihanna shopping at Fendi on Fifth Avenue.

Like the Tim Curry song says, anything can happen on Halloween. Paris Hilton can get choked, Real Housewives can bury the hatchet, Tinsley Mortimer can tape a reality show, Elton John can get sick. It's Monday morning's leftover gossip candy.

It's been a busy month for Bethenny Frankel. First she got engaged to her boyfriend Jason Hoppy; then, a couple of weeks ago, she confirmed she's a little more than two months pregnant. With the Real Housewives of New York City currently filming its third season, we thought it would be worthwhile to get some parenting advice for the mom-to-be from one of her costars. So, naturally, we reached out to model-cum-designer Kelly Killoren Bensimon—a mom with two daughters of her own, Sea, 11, and Teddy, nine—to offer parenting tips for Bethenny. Kelly's advice, thoughts on women who breast-feed in public, and why she wears shorter skirts now than ever before is below. Join us, won't you?

• One of Madonna's neighbors has filed a lawsuit against their building's co-op board for not doing anything about the "pounding noise and vibration" emanating from Madge's triplex, which the neighbor says has been doubling as a "dance rehearsal studio." The good news is Madonna is moving in the near future, so the angry tenant should soon be able to go back to complaining about her other neighbor who just plays the radio too loud. [NYDN, AP]
• Lindsay Lohan avoided jail time but had her probation extended by a year last week when a judge ruled that she hadn't completed an alcohol treatment program. Then she went out to a party in the Meatpacking district this weekend and actually stayed sober. What a delightful surprise! [P6]
• Bethenny Frankel is engaged to her boyfriend of 11 months, Jason Hoppy. "She is very much a handful," Hoppy said, "She needs a man that can handle her, and that I can." More power to you, sir. [People]

We already introduced you to (kinda) socialite Sonja Morgan, but Bravo rocked our world this morning by announcing that they've added another lady to their cast of ditzy dames. So, who the hell is she?

Bruce Wasserstein, the Wall Street titan who died yesterday at the age of 61, was a brilliant man, clearly, and the man who "helped pioneer the hostile takover in the 1980s and reshaped the mergers and acquisitions business into high art," as New York Times reporters Andrew Ross Sorkin and Michael de la Merced put it their excellent Wasserstein obit today. But how did he supposedly teach Kelly Killoren Bensimon of the Real Housewives of New York City to go against the grain and be her own person? We haven't the faintest clue. But we're going to venture to guess that if she can't spell his name correctly, she probably didn't spend much time in a Lazard conference room plotting hostile takeovers either. [Twitter]

• Dina Lohan, America's No. 1 mom and the face of a new line of shoes, is defending Lindsay against her dad's accusation that the actress is addicted to drugs and desperately needs an intervention. ("I have no idea what he is talking about," Dina says.) She also stood up for LiLo's fashion design skills, even after her debut as Emanuel Ungaro's "artistic adviser" was savaged by the press earlier this week: "The critics can say whatever they want, but Lindsay is a genius," she said. [P6, NYDN, Radar]
• Mischa Barton reportedly "had a drink in hand all night" on the LES on Wednesday, where she was seen buying shots for Young Veins' frontman Ryan Ross. Where's Michael Lohan when you need him? [NYDN]
• Meanwhile, model Agyness Deyn is reportedly laying off the booze in solidarity with her boyfriend, Albert Hammond Jr., who is in rehab. [P6]

Kelly Bensimon has odor issues. Marge Simpson will have a 3-page Playboy spread. Isaiah Washington's still having a hard time finding work. And Nicolas Cage has a lot of money the government wants. Enjoy your Friday morning gossip roundup!

Reality TV stars artfully bare their souls on camera and in the tabloids, and even better, they do it all without a script. But a TV show is only the first step to building a brand, and now countless pseudo-celebs are milking their 15 minutes and peddling products that you couldn't possibly live without. (Or so they say!) We compiled the most promising items from the brightest minds in faux-showbiz. With these ladies' designs in your style arsenal, your look will never be the same.

• 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]

John Travolta testifies about the day his son died. Carrie Prejean enjoys playing dress-up. Jude Law has another kid. And you'll never again have to endure Lily Allen's music. All that and much more in your Thursday morning gossip roundup...

Just when you thought another person couldn't get in on all the Gossip Girl action, designer Anna Sui unveiled a line for Target inspired by none other than Gossip Girl. On Wednesday evening, Target previewed the collection at a Soho townhouse-turned-pop-up shop for a group of Anna's friends, GG cast members like Blake Lively, Taylor Momsen, Michelle Trachtenberg, Penn Badgley and Jessica Szohr, members of the press, and assorted boldfaced names. Cityfile correspondent Douglas Marshall caught up with Real Housewives of New York City star Kelly Killoren Bensimon to chat about Gossip Girl and other important stuff like preparing for Fashion Week and achieving the perfect tan.

• Lindsay Lohan says she feels "scared" and "violated" after the break-in at her LA home last weekend. (We're guessing that's the same way Sam Ronson feels when she comes home to find LiLo waiting for her in the bushes, but what do we know?) In related news, though, Lohan's neighbors are now hoping she'll pick a new neighborhood to terrorize. [Sun, NYDN]
• Things don't always go Anna Wintour's way. When she headed to dinner after her David Letterman taping the other night, the poor editrix had to wait 20 minutes for her boyfriend, Shelby Bryan, to show up. And then the restaurant had the nerve to try and seat them at a non-private table. The indignity! [P6]
• Chelsea Handler has dumped her boyfriend, Ted Harbert. Making matters a little awkward: Harbert runs E!, which means her ex is still her boss. [NYDN]
• Cindy Crawford is coming clean about a deep, dark secret. She says that although you might have thought she had a perfect body, she really does have a bit of cellulite. Guess you'll have to focus on her inner beauty instead. [Star]

• Madonna is taking her kids on the best summer vacation ever later this month: She's thinking about taking them to visit Auschwitz, so "they can learn about mistakes made in the past." If that doesn't pan out, she could always just invite Sean Penn and Guy Ritchie over for a visit and teach them the same lesson, couldn't she? [YNET]
• Paula Abdul announced over Twitter last night that she's leaving American Idol. True? Was she just drinking again? We'll find out soon enough. [NYDN]
• Hopeless romantic Kelly Bensimon made a move on Gerard Butler the other night, but the actor didn't reciprocate. Try your best to empathize. [NYDN]
• Great news: Ratings for Jon & Kate Plus 8 have tanked since the show came back from hiatus. Say a little prayer that this continues. [Us]
• Nominations for the MTV Video Music Awards were announced yesterday; Beyoncé and Lady Gaga came out on top, each earning nine nods. [THR]

Gerard Butler rejects Kelly Bensimon, Adam Lambert's fans throw sex toys at him, Ashley Olsen is surprised she didn't end up like Britney, Ryan O'Neal gave his 11-year-old son cocaine, Joan Rivers hates Jon Gosselin and Madonna plagiarizes a poet.