Jenny McCarthy and Charlie Sheen?

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Whitney Casey, Match.com's relationship expert, thinks a McCarthy-Sheen matchup is a "train wreck" waiting to happen. "She's rescuing kids," Casey said about McCarthy, a vocal advocate for autism research. "She doesn't need to be involved with a kid. I don't think she has the right cup size for him. Too many brains and not enough boobs."

Liz Hurley and Hugh Grant

Hurley may be linked to Australian cricket player Shane Warne since announcing her breakup with husband Arun Nayar, but London Daily News' columnist Sandra Parsons thinks she and old boyfriend Hugh Grant belong together.

"If ever two people were made for each other, it's Hurley and Grant," Parsons wrote.

The two began dating when she was 21 and stayed together for 13 years, even after Grant's infamous encounter with prostitute Divine Brown. And, according to Parsons, Grant has remained a constant presence in Hurley's life -- as godfather to her son Damian.

Earlier this year, Grant, who turned 50, revealed that he ought to "get married and have children." Given his devotion to her son and their history together, Grant and Hurley, 45, could make a successful go of it the second time around.

Casey doesn't think so. "It's very rare that you can rekindle an old relationship," she said. "You never want to bring up the past unless it has bearing on the future. And with these two the past is always in their face. I say start new."

Jennifer Aniston and George Clooney

Since her breakup with Brad Pitt in 2005, Jennifer Aniston has been linked with Vince Vaughn, John Mayer and Gerard Butler, but the headlines always return to Pitt.

Casey believes Aniston won't be able to fully move on until she stops talking about Pitt and Jolie, the woman who reportedly stole him away.

"Anybody who ever mentions Brad Pitt to her again, she should drop kick them," Casey said. "Enough already. Her mantra for 2011 needs to be: move on. But the fact that she still connected to Brad Pitt, it seems to me like she still enjoys the victim role. And there's nothing empowering about that role. She needs to move on from victim to victor."

Though George Clooney is dating Italian model Elisabetta Canalis, Casey believes someone of his caliber -- an older mega star -- would be the right fit for Aniston.

"Younger men love victims," Casey said. "She needs a mega star that she would look up to and not allow her to be a victim in anything."

Michael C. Hall and Julia Stiles

With the finale of "Dexter" came Michael C. Hall's announcement that he was ending his marriage to co-star Jennifer Carpenter.

The two met in 2007 on the set of the Showtime series, while playing siblings. Before Carpenter, Hall, 39, was married to actress Amy Spanger for five years until 2006. Now come rumors that Hall has eyes for Julia Stiles, who starred as Dexter's partner in crime and romance this season.

"Maybe it's silly of me, but aside from the killing that they do together, there is something really romantic and intimate about their relationship because of what they know about each other and their acceptance of those aspects of each other," Stiles told the Boston Herald recently.

Casey hopes the rumors of a real-life romance between Stiles and Hall aren't true. "Michael C. Hall should be dating his laptop," she said. "He's been from one woman to the other. And I don't think another woman is a solution. He needs to date himself.

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