Simon Cowell and Lauren Silverman
The creator of the X-Factor and former American Idol judge Simon Cowell was discovered in an affair with Lauren Silverman, the wife of his best friend Andrew Silverman, in 2013. The affair came to light as Cowell discovered that he was expecting his first child with Silverman, a boy born in early 2014.
Tom Cruise and Katie Holmes
When they met, Katie Holmes auditioned to be in Mission Impossible III, and Tom Cruise determined that she would be his wife. Despite the 16 year age difference, they married in 2006 and had a daughter, the fashion-forward Suri Cruise. The secretive marriage fizzled after only five years.
Ryan Seacrest and Teri Hatcher
A short-lived romance, Teri Hatcher admitted to Oprah during an interview of dating Ryan Seacrest in 2006 after a photograph of them kissing hit the media. While she enjoyed their fling, he broke it off after only their third date.
Ashton Kutcher and Sarah Leal
Well-known for their 15 year age difference, Kutcher and Demi Moore were married for more than 6 years before calling it quits. After Kutcher’s affair with Sarah Leal came to light in November 2011, Kutcher and Moore were divorced two years later.
Val Kilmer and Paris Hilton
In 2006, Val Kilmer and Paris Hilton shocked the internet when photos of the two of them in a series of steamy encounters surfaced after they met on the set of a movie. With more than twenty years between their ages, the relationship didn’t last, and they separated soon after.
Evan Rachel Wood and Marilyn Manson
Although we could have put Marilyn Manson on this list several times over, his relationship with Evan Rachel Wood was probably the most disturbing of all. The couple began dating in 2007 when Wood was 19 and Manson was 38. The tabloids had a field day with the two; concocting stories about Manson controlling Wood’s career and life choices. Pictures depicting a fresh-faced Wood next to Manson and his trademark heavy make up did nothing to help press. Their bond was tumultuous, with several on and off periods and a failed engagement, but Wood has been quoted saying that it was a relatively healthy and positive experience. The pair separated for good in 2010, and Wood is now married to British actor Jamie Bell.
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