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The Chicago 8 is a film based on the actual Chicago Eight in the late 1960s and early 1970s, and explores the events around the trial. The film is based closely on the trial transcripts and most of the action takes place in the courtroom.

Masterson starred alongside Sam Elliott, Ashton Kutcher, and Elisha Cuthbert in the Netflix comedy series The Ranch.

After starring in the third and fourth seasons of Cybill, Masterson decided he wanted to move on from Cybill and audition for a show originally titled Teenage Wasteland, which later was changed to That '70s Show.

The original casting director for That '70s Show, Debby Romano, resisted Masterson's audition because he was slightly older than the rest of the cast, but ultimately allowed him to audition.

Along with Kutcher and Valderrama, he co-hosted the Fox TV special Woodstock 1999. Masterson stars with his real-life wife, Bijou Phillips, in the 2009 drama The Bridge to Nowhere.costar Laura Prepon, who recently went public with her engagement to Ben Foster. Over/under on me crying at the wedding…” he captioned a throwback picture of the actors from their days starring as Donna and Hyde on the hit comedy, which ran from 1998 to 2006. Prepon, 36, came running out to give Kutcher, 38, a huge hug — but he had a bone to pick with her for keeping the news under wraps. Masterson and the 36-year-old socialite married in October 2011 after dating for eight years.They welcomed their daughter, Fianna Francis Masterson, on Valentine’s Day in 2014.

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