Though it’s hard to admit, there are a couple of reasons why a romance between Milano and Reynolds may have been unlikely. A couple of years before starring in their rom-com, Milano had split from Cinjun Tate.
It seemed unlikely that she would have begun anything romantic with Ryan, seeing as she was romantically linked to her “Charmed” co-star Brian Krause at the time. Reynolds was in the midst of beginning one of his biggest romances yet…
Tara Reid - Today
Tara has had quite an eventful love life. In 2010, the actress got engaged to Michael Axtmann, but the two decided to go their separate ways just 3 months later. She then dated Michael Lillelund, declaring she married him in August 2011. Oddly, he has denied this claim.
That same month, she said she married Zachary Kehayov but later explained that it was not a legal marriage. From 2013 to 2014, she dated musician Erez Eisen. Reid has learned a thing or two about keeping her love life private and has since seemed to have kept this part of her life off the public radar.
Alyssa Milano - 2002
Ryan was a big rom-com actor in the early 2000s. In the 2002 film "Buying the Cow," he was cast as the stereotypical womanizer opposite the "Charmed" star, Alyssa Milano. If you've watched the film, it's easy to see that these two connect, which is probably why gossip arose on set.
Though they made a cute movie couple, the actors claimed that nothing ever happened between them. Though we'll never know for sure, it's nice to imagine what could have been if the two had been official.
Alyssa Milano - Today
After "Charmed," Alyssa Milano became very successful both on-screen and off. Aforementioned, she dated her "Charmed" co-star Brian Krause for two years; the couple split in 2003.
In 2007, she entered a romantic relationship with David Bugliari, who proposed a year later. The beautiful couple tied the knot in 2009 and welcomed two children.
Alanis Morissette - 2002-2007
Before there was Scarlett Johansson or Blake Lively, there was Alanis Morissette. The couple was engaged from 2004 to 2007, they had a solid five-year relationship, but they never walked down the aisle. Though they never said their "I do's," Ryan has stated that he felt as though they were married.
After the breakup, the famous musician wrote a song about Reynolds in which she mourned over their former connection. The song “Torch” appeared in her album, Flavors of Entanglement. She has since admitted that she wrote the song for Ryan.