Holmes' first real-life romance was with 'Dawson's Creek' co-star Jackson, before she ended up marrying Tom Cruise. "Like any old friend, it was like, 'Oh, hi how are ya? What's going on?'; 'I had a kid. It was very nice, actually," Jackson said.
In a September 1998 Rolling Stone cover story, Holmes, then 19, had opened up about her romantic misfortunes-and fortunes, reported Us magazine. "I had really good luck this past year and I had a really wonderful, amazing experience."
When asked whether that "amazing experience" was with her co-star Jackson, Holmes had said, "I'm just going to say that I met somebody last year, I fell in love, I had my first love, and it was something so incredible and indescribable.
"I feel so fortunate because he's now one of my best friends. It's weird, it's almost like a Dawson-and-Joey type thing now," she said. Jackson and Holmes were reportedly a very serious couple, before the actor started dating "Troy" star Diane Kruger in 2006.