Chris and Katie started dating in 2000 after getting fame from Dawson's creek and American Pie and engaged in 2003 before ended in 2005.

    Posted by Beginning-Passion676

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    31 Comments

    1. Natural teeth! Natural lips! Hair not overdone. Oh how I miss 90s/2000s celebs.

    2. DismalStrawberry4260 on

      She looked so happy in the first five pictures. Number six – not so much. Sad.

    3. thejexorcist on

      I like how ‘normal’ everyone looked back then, but I’m still so baffled by Katie Holmes whole career.

      I went to school with at least three girls that looked almost exactly like her, and she never had Streep level talent, so I assume she must be super charming?

      Same in Chris Klein, I never got the fuss.

    4. ossifiedbird on

      I had such a big crush on Chris Klein back in the day, total floppy fringed dreamboat. I’d forgotten he even existed until this post.

    5. Funny how Chris always seems to be leaning his head to his left. So if Katie is on his right it looks like he’s pulling away from her

    6. NoMorePosting2026 on

      I am old enough to remember when there were rumours that Chris was actually Suri‘s father.

    7. CaughtALiteSneez on

      I went to college with Chris Klein.

      He came to my school with my sorority sister and dumped her as soon as he became popular. Chris then brought Katie to a homecoming party and she seemed very nice but quiet/shy. Some said she was stuck up, but I saw the difference.

      He was a major major douche though, not far off from his Just Friends character.

      Anyway, that’s my tea. ☕️