The Unlikely Couple
There were a few reasons why a romantic relationship between Ryan Reynolds and Alyssa Milano in 2002 would have been rather unlikely, and one of those reasons is that Ryan Reynolds was married at the time. Milano’s first film following the end of her marriage to Cinjun Tate, which had taken place just a few short years earlier, was titled Buying the Cow.

Because she was engaged to her co-star on Charmed, Brian Krause, at the time, it seemed unlikely that they would have started anything together. First and foremost, Reynolds had recently started what would become his most publicised relationship to that point. But don’t worry, I’ll get to that in a second…