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    Celebrity Affairs To Remember

    David Letterman isn't the first star to get caught with his (or her) pants down

  • David Letterman
    David Letterman and his Employees Fans may have written-off Letterman's flings with underlings as innocent workplace sex, but the "Late Show" host was not exactly single while he was romancing staffers. Though Letterman, 62, and wife Regina Lasko married in March, they have been together for 23 years and have a son, Harry, 5. In the wake of a blackmailing scandal, the CBS comic confessed to sleeping with multiple women while with Lasko. "I have had sex with women who worked on this show," Letterman confessed during an awkward monologue on his late-night program Thursday. Holly Hester and Stephanie Birkitt are the first two to claim they had affairs with Dave, but some expect more women to come out of the woodwork. According to Hester, Letterman kept a bedroom suite above the Ed Sullivan Theater where the Late Show is taped. The suite, reportedly dubbed 'the bunker,' was open only to his favorite young female underlings, she said. Both Hester and Birkitt had been interns at the Tonight Show. Also a one-time employee? Mrs. Letterman herself, Regina Lasko.  (AP)
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  • Sienna Miller
    Sienna Miller and Balthazar Getty One time "it"girl Sienna Miller couldn’t let ex fiance Jude Law have all the cheating cred! Two years after her relationship with nanny-loving Law came to an end, Sienna embarked on her own affair. During the summer of 2008, Miller, 27, took up with actor Balthazar Getty, husband and father to four children. Though both denied the relationship, scandalous photos seemed to prove otherwise. Pictures of a topless Miller kissing Getty, 34, during an Italian vacation made the rounds and Getty’s reportedly "humiliated" wife Rosetta left her cheating man. In the end, Getty lost both ladies: After abandoning his wife and children for Miller, she dumped him later that same year. Both have remained single. )AP)
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  • Marilyn Manson Dita von Teese
    When the 40-year-old married goth rocker began a not-so-secret affair with the 19-year-old starlet, the blogosphere went wild. During his divorce with burlesque dancer Dita Von Teese, Manson's new mistress appeared in his music video "Heart Shaped Glasses" sporting a Lolita-like getup. Taking things a step further, the controversial couple was depicted in another Manson release sexing it up on a bloody bed (that Manson once shared with his ex-wife) while he was wearing his wedding ring. Though the shock rocker proclaimed Wood to be his "twin," the relationship, predictably, ended. (AP)
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  • Shania Twain
    Shania Twain and Robert "Mutt" Lange At one time a scandal would have been impossible to imagine for country superstar Shania Twain, but an indiscretion on her ex’s part rocked her world. Shania, 44, and music producer Robert "Mutt" Lange, 60, had an impressive 14-year marriage made in country heaven, as well as a son, Eja. But in 2008, the couple announced their separation, with Lange claiming that he and Twain simply grew apart. In reality, Mutt was carrying on with Twain's best friend, Marie-Anne Thiebaud. Mutt and his lover left their spouses for each other, and Twain provided another twist to the story, stepping out in New York City and indulging in a Florida vacation with Thiebaud's ex-husband Frederic.
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  • Leann Rimes
    Actor Eddie, 36, and country's golden girl LeAnn, 26, met on the set of Lifetime move Northern Lights this year, and sparks flew. When tape of the two canoodling surfaced, the implausible scandal broke. Despite rumors that her husband of seven years, dancer Dean Sheremet, is gay, America just couldn’t accept LeAnn as a homewrecker. Eddie's ex (and the mother of his two children) Brandi Glanville came out swinging, taking trash about LeAnn to the tabloids. Despite the bad press, both Eddie and LeAnn have left their respective spouses  and are still together.
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  • Tori Spelling and Dean McDermott
    Another Lifetime love affair! Aaron Spelling's daughter cheated on husband Charlie Shanian while working with Dean McDermott on a TV movie, though Dean was also married. Dean and Canadian news anchor Mary Jo Eustace had adopted a baby girl weeks before his affair, and are parents to Jack, now 11. Dean left his family for Tori, and reportedly relinquished custody of baby Lola to his ex. Now married, Tori, 36, and Dean, 42, star in various reality shows featuring their family, which now includes Liam, 2, and Stella, 1. Tori has "no regrets" about her relationship with Dean.
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  • Meg Ryan
    Meg Ryan and Russell Crowe Once "America's Sweetheart," Meg Ryan sullied her reputation with an affair and became the "scarlet woman" in 2000. Meg, now 46, cheated on hubby Dennis Quaid with "Proof of Life" co-star Russell Crowe. But the full story has come out, with Ryan telling the world about her ex-husband's infidelity. She said of Quaid: "Dennis was not faithful to me for a long time, and that was very painful. I found out more about that once I was divorced." Quaid and Ryan have a son together, Jack, now 16. Meg also has a daughter, Daisy, adopted from China in 2006. As for Crowe and Quaid, both are now happily married fathers. The actress at the center of the scandal is now single. "Russell didn't break up the marriage," says Meg. "I was a mess. I hurt him, too, at the end." (AP)
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  • Julia Roberts
    Julia Roberts and Danny Moder America's Sweetheart is indeed a homewrecker, a fact which the public doesn't like to dwell on. In 1991, Julia got her first taste of scandal when she left fiance Keifer Sutherland for his best friend, Jason Patric. Fast forward to 2000, when Julia snagged very married cameraman Danny Moder. Six months after meeting Julia, Danny filed for divorce from his wife Vera Moder. Of her relationship with Danny, Julia, now 41, says, "My whole body knew: 'Yes.'" The pair married in 2004, and have three children together. (AP)
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  • Sienna Miller and Jude Law
    Jude Law and the Nanny 26-year-old nanny Daisy Wright proved too much of a temptation for A-list actor Jude Law. Jude and starlet Sienna Miller had settled down together and were engaged to be married. Those plans were derailed in 2005, when Wright told the press of her affair with Jude, which included being caught having sex by one of his children. Law later proclaimed that he was "deeply ashamed" for hurting Miller. Despite trying to work things out, this Hollywood golden couple soon parted ways for good. Jude, now 36, added a fourth child to his brood this month. Mom is model and one-time fling Samantha Burke. (AP)
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  • Elizabeth Taylor and Richard Burton
    Golden Hollywood actors Elizabeth Taylor and Richard Burton's relationship remains an epic love story. The 1961 set of Cleopatra started the co-stars' steamy affair. Both were already married, but that didn't stop Taylor, who was known for stealing then-husband Eddie Fisher from Debbie Reynolds four years earlier. Both parties divorced their spouses and married each other in 1964. The actors divorced in 1974, but gave the relationship another chance and remarried in 1975. Sadly, the second marriage only lasted a year. Burton died in 1984 but the 77-year-old actress continues to wear a diamond he gave her. (AP)
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  • Hugh Grant and Elizabeth Hurley
    Hugh Grant and the Hooker This tabloid tale began with Brit actor Hugh Grant’s arrest in 1995. His charge? Indecent conduct with a prostitute on Sunset Boulevard, one of LA's busiest streets. Supermodel girlfriend Elizabeth Hurley stood by her man after he made a public apology, but their relationship ended in 2000. Hurley invited her ex-boyfriend to her 2007 wedding and the pair remain friends, with Grant serving as godfather to her son, Damien. Hugh, now 49, is single. (AP)
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  • Angelina Jolie and Brad Pitt
    Brangelina was the affair to end all Hollywood affairs. When Brad and Angie hooked up on the set of Mr. and Mrs. Smith in 2005, Jennifer Aniston was left in the dust, and tabloids rejoiced at the scandal. Hollywood's hottest heartthrob had left "Friends" golden girl Jennifer Aniston for America's biggest bad girl! In the same year Jen filed for divorce, Vanity Fair ran photos of Brangelina playing house, further stirring the pot. In 2006, within months of Brad's divorce being final, Jolie confirmed she was pregnant with Pitt's first child. Six kids later, Brangelina continues to be one of the most famous romances ever to hit Hollywood. As for Jen? She's still single, as any tabloid will tell you. (AP)
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  • Kevin Federline and Britney Spears
    And the list goes on … As long as there are celebrities, there will be affairs! Other scandalous stars include: Madonna and A-Rod, Mel Gibson and Oksana Pochepa, Britney Spears and Kevin Federline, Anne Heche and James Tupper, Ryan Phillippe and Abbie Cornish, Ava Gardner and Frank Sinatra, Woody Allen and Soon-Yi Previn, Claire Danes and Billy Crudup, Jennifer Lopez and Marc Anthony, Denise Richards and Richie Sambora. (AP)
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  • Published
    13 Images

    Celebrity Affairs To Remember

    David Letterman isn't the first star to get caught with his (or her) pants down

Move Forward
  • Celebrity Affairs To Remember
  • David Letterman
  • Sienna Miller
  • Marilyn Manson Dita von Teese
  • Shania Twain
  • Leann Rimes
  • Tori Spelling and Dean McDermott
  • Meg Ryan
  • Julia Roberts
  • Sienna Miller and Jude Law
  • Elizabeth Taylor and Richard Burton
  • Hugh Grant and Elizabeth Hurley
  • Angelina Jolie and Brad Pitt
  • Kevin Federline and Britney Spears