Playboy

Jenny became the first ever celebrity dealer, working the tables from 9:00 PM to midnight, much to the delight of several male gamblers -- who probably yelled "hit me!" with particular delight.

TMZ cameras were outside the Celebrity Vault in Beverly Hills last night for the unveiling of "The Playboy Legacy Collection," where our photog spotted the wacktastic Ling signing autographs for a crush of John Hancock seekers. As she signed away, one man standing by offered one of the autograph hounds a Benjamin for a photo, as long as Bai would dedicate it to his son, Hayden. Even Bai couldn't believe it!

Kim KardASSian is set to appear in Playboy, but she's keeping her clothes on. Damn!

TMZ has learned that the photoshoot, first reported by PerezHilton, was done by famed music video director Hype Williams -- but will not feature Kim's best ASSet in the nude. Oh, tosh, Tush! Kim's pages will feature a sanitized celebrity pictorial -- much like when Mariah Carey did the mag.

What about the top half, you ask? A source close to the shoot tells us that there's none of that either. If you want to see the goods, stick with the video.

Hot Dad Dean wore a pair of hot orange Crocs -- making him look like a pool man at the Playboy mansion. His son shows that the grayish color is not effective in reducing the ugliness of this unfortunate footwear. CPS was not notified.

Coincidentally, mom is former Playmate Samantha Torres.

Although he usually rolls with just three pieces of arm candy -- Holly, Bridget and Kendra -- Hef added few more peroxide pals to the mix at Ketchup last night.

Walking behind his ladies -- no doubt trailing behind to take in a spectacular view -- the Playboy mac-daddy showed up to the new West Hollywood restaurant with five skirted and busty babes.

Life as Hef must be real hard. It's hard just watching.

It's rare that we see one of Hef's bevy of beauties alone ... not with two other blondes by her side. But alas, there was Kendra Wilkinson, taking in the sun in Miami this weekend sans Bridget and Holly.

Sara Jean Underwood was just crowned Playmate of the Year 2007, an honor bestowed on Anna Nicole in 1993. While Underwood is certainly blonde and buxom like many other Playmates, Sara looks more like the plain, shy sister of Christina Aguilera -- than the sultry, vixenish, over-the-top-heavy Anna.

Anna, the May 1992 Playmate of the Month and 1993 Playmate of the Year is on the cover, and is the subject of a 10-page pictorial inside which, asserts Playboy, "showcases some of her most stunning Playboy photos from over the years." Translation: she ain't got no clothes on!

The "collector's edition" also features personal anecdotes and vignettes told by the Playboy editors, photographers, stylists and staffers. Playboy TV will honor Anna with "Playboy Remembers: Anna Nicole Smith," which premieres on April 11. And, to complete the homage, Playboy.com will post an exclusive video commentary from Hugh Hefner on the life and loss of Anna Nicole.

It's all the naked Anna you can handle.

The ever-incomprehensible babe magnet has to beat hot chicks off with a stick! According to a source, this bunny server at the Palms Hotel & Casino's Playboy Club in Las Vegas is David's "biggest fan" and begged to have her photo take with the diminutive stud. A captive audience, Spade agreed. Say cheese!

The 42-year-old funnyman, who has been previously linked to genetically superior beings like Heather Locklear, Lara Flynn Boyle and George Clooney's ex Krista Allen, proves you don't need a rockin' bod, movie star looks, or even stylish gear to attract the ladies.

At under 5' 7", perhaps big things do come in small packages!

Former Playboy Playmate and TRIMSPA spokesperson Anna Nicole Smith died Thursday afternoon after she was discovered unconscious in her hotel room at the Seminole Hard Rock Hotel and Casino in Hollywood, Florida. She was 39.

Cops say Smith's private nurse called a hotel operator at 1:38 PM EST. Before paramedics arrived on scene, Smith's bodyguard performed CPR. One of the first paramedics to arrive claimed that she was dead when he got there. Smith was rushed to Memorial Regional Hospital in Hollywood. An autopsy is scheduled for tomorrow.

TMZ has learned that Playboy magazine's top editors are currently in conference with founder Hugh Hefner to determine the best way to commemorate deceased 1993 Playmate of the Year Anna Nicole Smith in the magazine's pages. Smith had been on the cover of Playboy four times between 1992 and 2001.

One challenge to planning any Smith memorial: Lead time. Playboy is, of course, a monthly magazine; the April issue has already gone to press, and the May edition was scheduled to ship imminently.

For now, the only reference to her death is on the Playboy.com editor's blog, where as of 3:56 PM (CST) a tasteful "shoulders and above" black & white shot of Smith, evocative of Marilyn Monroe, carried this message:

"The entire Playboy family is saddened to learn of Anna Nicole Smith's untimely passing this afternoon. Anna was our 1993 Playmate of the Year, and also a wonderful ambassador to our readers. Our heartfelt condolences go out to her friends and family."

Hef, in the meantime, also released a personal statement from the magazine's offices in Los Angeles, describing Smith as "a dear friend who meant a great deal to the Playboy family, and to me personally."

Matty added one more lady to his harem yesterday, when he was photographed going buckwild with a local "sheila" at an Irish bar. The two sucked face while "dancing" to a live local band.

Observers said that the actor was surrounded by females all through the night, but was selective about who he would allow himself to be photographed with, until finally, after hours of partying, McConaughey and an unknown brunette called it an evening and headed out around 3 AM ... to get a "kebab."

The post-baby, pre-wedding Katie Holmes is looking hot as ever, as she gears up for her November 18th marriage to Tom Cruise. Obviously, Tom's efforts to get Katie looking her best for the wedding are paying off.

Divorce looks good on Whitney Houston. Her recent split from Bobby Brown has created some very favorable side effects, namely, looking hot while out on the town with music-mogul Clive Davis. We can't wait for her comeback album!

Celebs love Halloween. Check out your favorite stars as captured by our cameras in Los Angeles.

After years of teasing fans with itsy bitsy bikinis shoots and tantalizing lingerie spreads, Cindy Margolis, the world's most famous Internet model, has finally taken it all off in the pages of Playboy.

The model, who's holds a spot in the Guinness Book of World Records for being the "most downloaded" person in 1999, says she recently turned 40 (though her birth certificate says 41) and felt her window of opportunity to bare all for Hef's magazine was closing fast.

"I thought, 'Wow, at 40 ... they still want me?' They've been calling me every year almost for 20 years, and I thought, 'My goodness. They may not call me next year.' "

TMZ got a sneak peak at the spread, and we've already started praying that they call her again next year. Cindy's issue hits newsstands on Friday.

This Halloween, perhaps getting inspiration from her recent DUI arrest, Paris Hilton dressed as a cop - a naughty one of course. Jessica Biel channeled her inner pussycat doll and Jeremy Piven ditched his "Entourage" for his pimped out ensemble. All the while, Halloween or not, Hef's "Girls Next Door" do it Playboy style in their typical barely there outfits.

Check out TMZ's Haunted Halloween gallery to see what the stars are wearing to go trick or treating in.

If costumes aren't your thing... check out these ripped and raw celebs. Trust us- those ain't costumes.