Wilmer Valderrama basically dated 12 of our biggest girl crushes from the '00s

Jul 21, 2016 at 4:00 p.m. ET
Wilmer Valderrama and Demi Lovato
Image: WENN

Valderrama dated Lovato on and off for about six years before they called it quits in June 2016, vowing to remain best friends.

1 /11: Ariana Richards

Wilmer Valderrama and Ariana Richards
Image: SGranitz/WireImage

1/11 :Ariana Richards

2 /11: Mila Kunis

Wilmer Valderrama and Mila Kunis
Image: WENN

2/11 :Mila Kunis

3 /11: Jennifer Love Hewitt

Wilmer Valderrama and Jennifer Love Hewitt
Image: Jeff Kravitz/FilmMagic

3/11 :Jennifer Love Hewitt

4 /11: Majandra Delfino

Wilmer Valderrama and Majandra Delfino
Image: Alexander Sibaja/Getty Images

4/11 :Majandra Delfino

5/11 :Mandy Moore

6 /11: Mischa Barton

Wilmer Valderrama and Mischa Barton
Image: M. Caulfield/WireImage

6/11 :Mischa Barton

7 /11: Lindsay Lohan

Wilmer Valderrama and Lindsay Lohan
Image: SGranitz/WireImage For NARAS

7/11 :Lindsay Lohan

8 /11: Ashlee Simpson

Wilmer Valderrama and Ashlee Simpson
Image: John Sciulli/WireImage

8/11 :Ashlee Simpson

9 /11: Avril Lavigne

Wilmer Valderrama and Avril Lavigne
Image: Victor Chavez/WireImage

9/11 :Avril Lavigne

10 /11: Rihanna

Wilmer Valderrama and Rihanna
Image: WENN

10/11 :Rihanna

11 /11: Minka Kelly

Wilmer Valderrama and Minka Kelly
Image: WENN

11/11 :Minka Kelly