Free-spirited Drew has been married twice before and been engaged twice that number of times to different people, but her apparent bad luck when it comes to relationships hasn’t seemed to dampen her enthusiasm about heading to the altar for the third time. She’s even considering the possibility of converting to the Jewish faith to please her fiance and his Jewish family…

Drew and Will are scheduled to marry this year, and sources say it’s going to be in a very religious ceremony, indeed. To prepare her for her transition to Judaism, Drew has been getting a lot of help and pointers from her pal, “50 First Dates” and “Wedding Singer” co-star, Adam Sandler, who happens to be Jewish himself.

So devoted is 36-year-old Drew to her Kopelman that she has reportedly told Will and his family she intends to raise their future children in the Jewish faith.

Wow. When Drew falls, she really falls. Let’s hope Kopelman is willing and able to keep catching her ’til death do them part…

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As previously reported by Hollywood news, Drew and Will started dating in February last year, following the actress’ split from on-again-off-again squeeze Justin Long. And now, just one month shy of their relationship’s first anniversary, Kopelman has popped the question.

A source close to Barrymore told Us Weekly in October:

“[Drew is] yearning to get married and have kids… [Will plans to propose] around the one-year mark of their dating… He’s madly in love and knows she’s The One.”

Drew was previously married to bar owner Jeremy Thomas in 1994 and funnyman Tom Green in 2001.

Congrats, Drew and Will!

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Coincidentally, she turns 36 today, so hopefully she at least has someone special to spend her birthday with at the very least.

But friends of the pair say it’s nothing serious, and Barrymore may once again rekindle her affair with on/off again long-time love, Justin Long.

While they were spotted together on February 10th, a spy saw Kopelman “canoodling with another woman at L.A.’s Spare Room five days earlier.”

Good luck, Drew!

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More pictures of Drew and Ellen after the smooch….

Publicity! Ellen and Drew have worked together and sat down to do an interview with Marie Claire:

Shoehorned into a banquette on the sun-drenched patio of a Mediterranean joint in Manhattan’s West Village, Drew Barrymore and Ellen Page can’t keep their hands off each other.

The two stars first buddied up on the boisterous set of Whip It, this month’s Roller Derby romp, which features Page as Bliss, a small-town pageant girl who trades in her tiara for ripped fishnets and elbow pads; it also marks Barrymore’s first time as director. From the looks of things, bonding appears to have continued unabated well after the movie wrapped: Barrymore, wearing safety-pin earrings and a nubby scarf that Page knitted for her (“I stitch and bitch,” the Juno alum explains), playfully holds hands throughout lunch with Page…

Interesting…do you think there is more going on between these two than what they are saying? It wouldn’t surprise me if Drew swung both ways and well, Ellen is cute. What’s your verdict on the pair?

Photos: Marie Claire, Bauer Griffin

many more photos of Drew and Justin making out below..

The on-again-off-again real life couple, Drew and Justin Long appear to have natural romantic chemistry, don’t they? They also film scenes on the grass and get playful with a football. Perhaps Going the Distance will bring these two closer in real life. They do look terrific as a couple, don’t they?

Going the Distance won’t be in theaters till October, 2010 but surely for someone who loves chick flicks like me, I am surely going to watch it. It’s always a great way to relax and have a good laugh.

photos: Bauer Griffin

more Drew and Justin photos after the hop…

However, according to the New York Daily News, the two were “definitely together” and Justin gave a suspiciously evasive answer to reporters who asked if it was true they were “just friends.”

Wethinks the lady doth protest too much — as does Long. When we approached him with the “just friends” line from Barrymore, he muttered, “ugh … ” before casting a shifty eye toward his ex and saying, “Umm, yeah. Good friends.”

While the two left seperately, reports surfaced saying they met up later on at the Bowery Hotel. Yup, we’d say it’s back on.

more photos of Drew Barrymore after the hop…

To get in character, Drew Barrymore had a very distinct, and lengthy process. As she told usmagazine.com:

I went away for three months and I cut myself off from rest of the world to literally understand what being isolated is like and not live in a world with technology and not have friends and family surrounding me.”

What do you think? Was the net over the face too much?

Willa Ford, Pete Doherty, Drew Barrymore, Jessica Alba, Chris Brown, Daniel Craig, Amanda Beard, Tila Tequila, Amy Winehouse, Benji Madden..

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The spy told Page Six:

“She squealed and jumped in his arms,” a spy said. The two then “made out,” but Barrymore showed up to the Beatrice Inn by herself later to hang with Clive Owen. Maybe Hugh‘s just not that into her.

Wow. Drew was certainly making the A-list rounds. Just a normal Monday night in the life of Drew Barrymore. Bravo, sista.

more photos after the hop…

She told Ellen via The Sun:

After it was done I was like, ‘Oh my God why wouldn’t people do this? It doesn’t hurt at all,’ and the guy said, ‘What I didn’t tell you is that for the next two weeks it is going to be a little uncomfortable.’ Two hours later I couldn’t eat or drink for two weeks, it was a great diet in a weird way, a sick and sadistic diet and after that it was fine.”

So odd Drew waited until now to got her tongue pierced, but withheld back in her Letterman, titty-flashing, Tom Green dating days. Strange, huh?

more photos after the hop…

The second installment, Charlie’s Angel’s Full Throttle, introduced Demi Moore as an angel gone bad. Drew would like to add in a fourth member for this film, too. But insiders say it will probably be a man. A villian to fill the shoes of Sam Rockwell and Crispin Glover, who were in the previous movies.

more photos after the frenemy…

A spy told OK! magazine:

Both Cameron and Drew were at the party but neither one spoke to each other!” a fellow party goer tells OK!. “They were on opposite sides of the room the entire night.”
Has Cameron ditched her friends for her man? Cam and Drew, who became best friends while filming Charlie’s Angels, were once each other’s sidekicks, accompanying each other out to clubs and parties. But now that Cameron has been seriously dating model Paul Sculfor, she’s rarely seen without him.

Yeah. Cameron seems like the type of “BFF” who would ditch once a man comes along. Oh well. At least it didn’t stop Drew from looking like an updated version of Mommy Dearest at the Golden Globes…

Photos: PR Photos

more photos after the hop…

“When I heard him speak about a gay person never having to sit outside the hospital room with their loved one sick inside, I burst into tears because so many people I care about are homosexual and it was profound to have someone be sensitive to that..that’s the kind of world I want to live in, where we’re not holding our own principles in judgment above someone or against someone.”

She also touches on her, um, interesting choices in men as of late. Unfortunately, she doesn’t straight up say “I’ve been raiding the high school parking lot” (damn!) but opts for a more diplomatic:

 I’ve had a couple of fun, frolicky relationships, but really, I got out of five-year-relationship and dated a few people here and there. Mostly it’s been about learning who I am, not through a man, but for myself. I’ve been spending more time with my friends and doing more traveling with the U.N. and challenging myself with work. I’m so happy with where my priorities are right now.”

Challenging indeed. Bagging a 21-year-old guy is infinitely challenging. It’s a real pie-in-the-sky type of ambition.

Photos: PR Photos, VanityFair.com, Harpers Bazaar

more photos after the hop…

Right after the pictures surfaced of Drew and Ed making out in New York City, she quickly back peddled (as we often do when we’re greeted with the memory of a drunken MISTAKE!!!!!) and told everyone it was a joke (yeah, I’ve used that one):

“Ed and Drew saw the cameras and said, ‘Let’s suck face,’ but the other two are a little more serious. She wasn’t just kidding with them…Drew wants a serious relationship, and that ain’t happening with boy toys straight off the playground.”

Drew should tell her friends to put a sock in it—she’s been married how many times? Let her dip into the playground and take a few swings on the monkey bars. To quote cougar empress Ivana Trump: “I’d rather be a babysitter than a nurse!”

Photos: PR Photos

more photos after the slurp…

Sources say that last weekend, the two were spotted flirting outrageously at the Saturday Night Live afterparty. The chemistry definitely culminated this week when spies say Drew “straddled” Westwick in public, which, no doubt, “hurt” the viewers eyes a bit.

So are Drew Barrymore and Cameron Diaz officially a roaming pack of Hollywood cougars? Forget the wedding rings and babies—it’s time to ravage the cast of Gossip Girl! It’s really quite inspiring for all us single gals bravely approaching the big 3-0 without a wedding ring. Bravo Drew! Let us all follow your lead.

Photos: PR Photos, Vanity Fair

More pics after the skip…

Justin was working on Drew’s first movie with her as producer.  It was a comedy and he was supposedly in the cast, but he decided he couldn’t hack it.  He has withdrawn from the film and won’t be working with Drew in any capacity.  The story from E! Online also claims that Drew was the one who did the dumping…not Justin.

Maybe her drinking and partying ways didn’t turn him off.  Does he sound like a distraught ex-boyfriend?  Maybe…stay tuned.  There is probably more developing here!

Photos: PR Photos

More pics after the skip…

Justin and Drew looked like a super happy couple together.  one reason, Drew may have been a little tipsy and a happy drunk.  The Evil Beet says that Justin did not like Drew’s work hard, party hard style.  He was actually sick of carrying her drunk butt out of clubs and shielding her from photographers. 

They may have been headed towards the aisle soon, but since Drew wouldn’t be able to walk straight, he cut his losses.

It has been a long time since Drew was in rehab for drugs and alcohol.   So long, that her current fans may not even know she had a huge problem in her early teens.  And her current party ways are not what AA would suggest, I think…what do you say?  Relapse or rumor?

Photos: PR Photos