2. Rihanna & Shia LaBeouf
Okay, so this one didn't last long, but it's still wild to think about. LaBeouf said in a 2009 interview that the couple lasted exactly one date. Could you imagine being a fly on the wall for that spectacle?
3. Jake Gyllenhaal & Reese Witherspoon
4. Lance Armstrong & Ashley Olsen
The pair hooked up for a bit right before Armstrong moved on to singer Sheryl Crow. 2007 was wild, y'all.
5. John Mayer & Jessica Simpson
6. Nick Cannon & Kim Kardashian
7. Kim Kardashian & Reggie Bush
8. Macaulay Culkin & Mila Kunis
9. Ryan Reynolds & Alanis Morissette
10. Scarlett Johansson & Josh Hartnett
Reports differ, but it looks like the relationship between these two lasted until early 2007. Remember how Hartnett was SUCH a thing at the time?
11. Ryan Reynolds & Scarlett Johansson
12. Evan Rachel Wood & Marilyn Manson
13. Britney Spears & Howie Day
2007 was bonkers insane. The pop superstar and the "Collide" singer reportedly linked up after meeting in rehab.