The most random celebrity couples from the ’90s and early 2000s

1.

Megan Fox and David Gallagher (child of 7th sky) on the date.

They were together 2003-04.

Now she is engaged to Machine Gun Kelly.

And the last picture I found of David was from 2011. ¯ \ _ (ツ) _ / ¯

2.

Jan Jones and Josh Groban dated.

They were together 2004-06.

Now she is the mother of her son Xander.

Josh is in a relationship with actor Schuyler Helford.

3.

She dated Paris Hilton and Derek Webley (lead singer of Sum 41).

They were together for a few months in 2003.

Now she is married to Carter Reum. He is the author/owner of a venture capitalist.

Derek is married to model Ariana Cooper, and they have a son.

4.

She dated Scarlett Johansson and Jack Antonoff.

They were together 2001-02.

Now Scarlett is married to SNL Author Colin Jost.

Jack is dating actress Margaret Qualley.

5.

They dated Topher Grace and Anne Hathaway.

They were together from 1999-2001.

Now Ann is married to jewelry designer and producer Adam Shulman.

Saving is married to actor Ashley Henshaw.

6.

Dated Jennifer Aniston and Tate Donovan.

They were together from 1995-98.

7.

Sandra Bullock has also dated Tate Donovan. This makes her and Jennifer Aniston sisters spit :).

They were together for four years.

8.

Also, Sandra Bullock and Ryan Gosling were a couple.

They are dated 2001-02.

These days Jennifer Aniston and Sandra Bullock are living their best lives.

Tate Donovan silver fox.

Ryan Gosling is married to Eva Mendes and they have two children.

9.

Jessica Biel and Chris Evans dated.

They were together 2001-06…five years!

Now Jessica is married to Justin Timberlake.

And Chris Evans is Chris Evans.

10.

Historian Jamie Dornan and Keira Knightley.

They were together 2003-05.

Now Jamie is married to composer Amelia Warner.

Kira is married to musician James Rayton and they have two children.

11.

Historians Alanis Morissette and Ryan Reynolds And They were engaged.

They were together 2002-06.

Ryan is now married to Blake Lively.

Alanis is married to rapper Sully.

12.

She dated Mila Kunis and Macaulay Culkin.

They were together 2002-11.

Now Mila is married to Ashton Kutcher.

Macaulay is engaged to Brenda Song, and they have a child together.

13.

Emily Blunt and Michael Buble are historians.

They were together 2005-08.

Now Emily is married to John Krasinski.

And Michael is married to model Luisana Lopilato.

14.

Historian Luke Wilson and Drew Barrymore.

They were together 1997-99.

Now Drew is divorced and recently thriving.

Luke does what Luke does.

15th.

Dated Bow F and Ciara.

They were together 2004-06.

Now Ciara is married to Russell Wilson.

And TBH, I don’t know the status of Bow Wow’s relationship.

16.

Historian Cameron Diaz and Jared Leto.

They were together from 1999-2003.

Now Cameron Diaz is married to Benji Madden and they have one son together.

And Jared Leto has good hair.

17.

She dated Wilmer Valderrama and Mandy Moore.

They were together 2001-02

Now Mandy Moore is married to musician Taylor Goldsmith and they have a child.

Wilmer Valderrama is engaged to model Amanda Pacheco, and they have one child.

18.

She dated 50 Cent and Vivica A. Fox.

They were together for quite some time in 2003.

19.

He dated Heidi Klum and Anthony Kiedis of Red Hot Chili Peppers.

They were together for two months in 2002.

Now Heidi is married to Tom Kaulitz. Yes, this is Tom Kaulitz.

It appears that Anthony is currently single.

20.

She dated Minnie Driver and Matt Damon.

They were together from 1997-98.

Now Matt is married to Luciana Barroso.

A mini with director Addison Ode.

21.

Historian Brooke Shields, William Neeson.

They were together for some time in 1992.

Now Brooke is married to Chris Henchy.

Liam has been single since the death of his wife, Natasha Richardson, in 2009.

22.

And finally, Kim Kardashian and Nick Cannon dated.

They were together in 2006.

Now Kim is dating Pete Davidson.