Weirdest Celebrity Couples From The 2000’s

#1 Winona Ryder And Matt Damon

It was 2002 when this ‘strange' thing happened.

#2 Tom Green And Drew Barrymore

They were married for six months in 2001 .

#3 Sandra Bullock And Ryan Gosling

The year: 2003. Ryan was 21 and Sandra 37 but they actually look the same age.

#4 Ashton Kutcher And Brittany Murphy

They dated after co-starring in Just married.

#5 Kim Kardashian And Nick Lachey

They had a fling after he divorced Jessica Simpson, in 2005

#6 Ryan Reynolds And Alanis Morisette

They were together from 2002 to 2007. Did you know that?

#7 Matthew McConaughey And Janet Jackson