At the turn of the millennium, Matt Damon and Winona Ryder were one great, and seriously A-list, couple, so let’s look back ...

Paltrow introduced her friend to Affleck’s BFF Damon and… well, this is where it all gets a little awkward because his Good Will Hunting costar Minnie ... Matt went on [the show],” Driver ...

At the premiere of her latest movie, High Heels, Low Lifes, Minnie Driver ... her then boyfriend, Matt Damon who, a few months later, rather unceremoniously dumped Driver live on television ...

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But that has not stopped Minnie Driver from delivering a stinging ... Her off-screen relationship with Matt Damon, her co-star in Good Will Hunting, ended when he told Oprah Winfrey on her TV ...

Tori Spelling revealed she made out with Colin Farrell in the early ‘00s, weeks before marrying ex-husband Charlie Shanian.

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