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  1. Apr 17, 2013 · James Woods has split from girlfriend Ashley Madison after a seven year relationship. The Oscar-nominated actor, who began dating Ashley when she was just 19, confirmed the split to the National...

  2. Sep 7, 2020 · Later, in 2006, Woods once again made news with his new "lady love", Ashley Madison, who was his best friend's daughter. The couple reportedly started their relationship when Madison was 19 or 20 years old.

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  3. May 25, 2021 · James Woods sparked engagement rumours with his girlfriend Sara Miller on Tuesday as they enjoyed dinner at Dan Tana's in West Hollywood, California. Sara, 32, who is a writer and amateur...

  4. James Woods’ Girlfriend. Ashley Madison appears in a single episode of Entourage, S03E01, titled Aquamom. She plays the part of actor James Woods’ date during the season three premiere, and though the two were real-world partners during production of the episode, they have since split.

  5. May 25, 2021 · The 74-year-old Oscar nominee sparked engagement rumors Tuesday when he was spotted at a restaurant with his 32-year-old girlfriend, Sara Miller — who was sporting a huge diamond on her ring...

  6. Jun 27, 2013 · Woods broke up with his last girlfriend, 26-year-old Ashley Madison, after seven years of dating. "We've gone our separate ways but I will always love her," he confirmed to The National...

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  8. Dec 26, 2022 · James subsequent­ly engaged in a seven-year relationsh­ip with ASHLEY MADISON when she was a mere 18. It ended in 2013, the year he started dating KRISTEN BAUGUESS, 20.

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