Celebrities Caught Cheating
#15 David Letterman v. Regina Lasko
David Letterman went down in flames when one of the female staffers (Stephanie Birkitt) he was boning threatened to tell the world about his affairs unless he gave her $2 million. David didn't cough up the dough and the world -- and his wife Regina Lasko -- found out about the 65-year-old's many extramarital shenanigans.
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David Letterman v. Regina Lasko
David Letterman went down in flames when one of the female staffers (Stephanie Birkitt) he was boning threatened to tell the world about his affairs unless he gave her $2 million. David didn't cough up the dough and the world -- and his wife Regina Lasko -- found out about the 65-year-old's many extramarital shenanigans.
14:
Woody Allen v. Mia Farrow
Mia Farrow found out that her husband Woody Allen was cheating on her with their adopted daughter (you read that right) Soon Yi Previn when she found inappropriate pictures of Soon Yi among Woody's things. Gross. But Woody and Soon Yi defied the odds, got married and are still together to this day despite their 35-year age difference.
13:
David Duchovny v. Tea Leoni
Poor Tea Leoni caught David Duchovny in the midst of a cheating spree that had lasted for years. Apparently the "X-Files" star had quite the sex addiction and seduced a string of extras on his show. But apparently he got better because he and Tea are still together.
12:
Ryan Phillippe v. Reece Witherspoon
It's almost unfair to say that Ryan Phillippe got "caught" cheating on Reece Witherspoon. He really wasn't trying very hard to hide his affair with his "Stop Loss" co-star Abbie Cornish when he let the Papparazzi film them snogging at restaurants and leaving his apartment together.
11:
Brittany Spears v. Justin Timberlake
During her long tumble from Pop Princess status, Brittany Spears cheated on then-boyfriend Justin Timberlake. She made it through the relationship undiscovered. But later, she got caught out there when her paramour and husband for 55-hours Jason Alexander told the world that they were doin' it while she and Jason were still together.
10:
Anne Heche v. Coley Laffoon
After a stint as a lesbian and another as a schizophrenic, Anne Heche cheated on her husband of 8 years, Coley Laffoon. The on-again-off-again actress got caught canoodling on the set of the ABC show Men in Trees with her co-star James Tupper while her husband was at home playing Mr. Mom.
9:
Madonna v. Guy Ritchie
The world was so super surprised to hear that Madonna cheated on her husband Guy Ritchie that the news barely made a blip in the tabloid headlines. But Madge totally got caught secretly hooking up with also-married Alex Rodriguez in her and Guy Ritchie’s Manhattan apartment. Classy.
8:
Bill Clinton v. Hillary Clinton
In a controversial move that taught us all how to define sexual relations, Bill Clinton got caught cheating on Hillary Clinton with Monica Lewinsky. After Monica spilled the beans, the nation learned more about blue dress stains and what you can do with a cigar than they ever wanted to know.
7:
Jude Law v. Sienna Miller
Those of us who had been closely following Jude Law’s career had a feeling that with a face like that, he was probably kind of a scumbag. He proved us all right in 2005 when he got caught schtooping the nanny and cheating on his long-time wife Sienna Miller.
6:
Hugh Grant v. Elizabeth Hurley
Oh, Hugh. The world finally understood the power of English charm when not even getting caught cheating on Elizabeth Hurley with prostitute Divine Brown could tarnish our love for Mr. Grant. It was, however one of the most schadenfreude-y moments when we saw sad-face Hugh shrugging in the mug shot that commemorated his misdemeanor lewd conduct charge.
5:
John Edwards v. Elizabeth
U.S. Senator John Edwards qualified himself for Most Disgusting Cheater of All Time when he cheated on his cancer-stricken wife with his campaign videographer Rielle Hunter. The cheaters tried to be discrete, but they both got caught out there when their daughter Frances Quinn was born. Rielle tried to pin the baby on another staffer but the jig was up. Elizabeth found out, divorced him and died of cancer shortly after. Oof.
4:
Jessica Simpson v. Nick Lachey
Who would've thought that southern belle Jessica Simpson would have been the one to cheat in this relationship? But in 2004, she proved that there’s a place in every man’s heart for a ditzy blonde when she hooked up with Maroon 5 front man Adam Levine while still married to Nick Lachey. She got caught in typical Jessica “Buffalo Wings” Simpson fashion by leaving a Chateau Marmont tryst with Adam while forgetting she was still wearing his t-shirt.
3:
Jon Gosselin v. Kate Gosselin
I don’t think any of us really liked Kate and her spiky soccer-mom do. But Jon quickly became the more heinous of the duo when he got caught cheating on Kate and their 8 kids with 23-year old school teacher Deanna Hummel. After that the 35-year-old D-list star continued to make tabloid headlines with by dating a string of other 20-year-old women and a embarking on a career as an iTunes DJ for middle school dances.
2:
Tiger Woods v. Elin Nordegren
Tiger Woods may not be much of a celebrity anymore. But no one’s as likely to forget his extramarital antics as soon as his golfing prowess. Tiger got caught cheating on his wife Elin Nordegren in spectacular fashion when she attacked him with a golf club and made him wreck his SUV. Hilarious.
1:
Jesse James v. Sandra Bullock
We’ll never forgive Jesse James for what he did to poor Sandra Bullock. While Sandra was busy winning an Oscar for The blind Side, Jesse was busy re-discovering his love for skanks. Days after Bullock's acceptance speech, stripper Michelle McGee outed Jesse and told the world about their 11-month affair.
