1. Sandra Bullock
Whom she dated: Ryan Gosling
Age difference: Sixteen years — he was 22, she was 38.
How long it lasted: Just over a year.
Cougar Scale: 5 — She hasn't dated anyone younger since (Ryan's age difference with Eva Mendes is six years!).
2. Vivica A. Fox
Whom she dated: 50 Cent
Age difference: Eleven years — he was 28, she was 39.
How long it lasted: About a year.
Cougar Scale: 8 — She was engaged to 28-year-old Omar White in 2011.
3. Cameron Diaz
Whom she dated: Justin Timberlake
Age difference: Nine years — he was 22, she was 31.
How long it lasted: Nearly four years.
Cougar Scale: 4 – No previous cougees.
4. Jennifer Aniston
Whom she dated: John Mayer
Age difference: Nine years — he was 31, she was 40.
How long it lasted: Almost a year.
Cougar Scale 4 – She's currently engaged to Justin Theroux, who's only two years younger than Mayer.
5. Robin Wright
Whom she's dating: Ben Foster
Age difference: Fourteen years — he's 33, she's 47.
How long it lasted: The two started dating in 2012, and are currently engaged.
Cougar Scale: 4 — No previous cougees.
6. Nicole Scherzinger
Whom she dated: Lewis Hamilton
Age difference: Six years — he was 23, she was 29.
How long it lasted: They dated for four years. Might be back on!
Cougar Scale: 6 — Ex-boyfriend, Talan Torriero, was eight years her junior.
7. Courtney Cox
Whom she dated: David Arquette
Age difference: Seven years — he was 28, she was 35.
How long it lasted: They were married for 11 years before they separated in 2013.
Cougar Scale: 5 — No previous cougees.
8. Sam Taylor-Wood
Whom she dated: Aaron Johnson
Age difference:Twenty-three years — he was 18 and she was 41 when they started dating six years ago.
How long it lasted: They got married in 2012.
Cougar Scale: 5 — No previous cougees.
9. Ivana Trump
Whom she dated: Mark Antonio Rota
Age difference: Ten years, give or take — he was in his early fifties, she was 63.
How long it lasted: Still dating it seems! They've been together since 2012.
Cougar Scale: 8 —Trump's ex-husband, Rossano Rubicondi, was twenty-three years her junior!
10. Susan Sarandon
Whom she dated: Jonathan Bricklin
Age difference: Thirty-one years — he was 33, she was 64.
How long it lasted: They're still dating and going on year four.
Cougar Scale: 7 — She previously dated Tim Robbins, who was twelve years younger.
11. Chili
Whom she dated: Usher
Age difference: Eight years — he was 25, she was 33.
How long it lasted: Two years.
Cougar Scale: 3 — Her rumored boyfriend, Wayne Brady, is only a year younger.
12. Halle Berry
Whom she dated: Gabriel Aubry
Age difference: Nine years — he was 30, she was 39.
How long it lasted: Five years.
Cougar Scale: 3 — She's currently the same exact age as current husband Olivier Martinez.
13. Katie Couric
Whom she dated: John Molner
Age difference: Six years — he was 49, she was 55.
How long it lasted: They're engaged!
Cougar Scale: 7 – Her previous boyfriend, Brooks Perlin, was seventeen years her junior.
14. Paris Hilton
Whom she dated: River Viiperi
Age difference: Eleven years — he was 21, she was 32.
How long it lasted: Still dating! It's been over a year.
Cougar Scale: 3 — She's been linked with 28-year-old soccer player Cristiano Ronaldo.
15. Kim Zolciak
Whom she dated: Kroy Biermann
Age difference: Six years — he was 25, she was 31.
How long it lasted: They're married.
Cougar Scale: 2 — She was married to an older man before Kroy.
16. Demi Moore
Whom she dated: Ashton Kutcher
Age difference: 16 years — he was 25, she was 41.
How long it lasted: They were married for six years before they separated.
Cougar Scale: 8 – She's currently dating 27-year-old Sean Friday.
17. Mariah Carey
Whom she dated: Nick Cannon
Age difference: 11 years — he was 27, she was 38 when they started dating.
How long it lasted: They're about to celebrate their sixth wedding anniversary.
Cougar Scale: 5 — She dated male model Christian Monzon who was six years younger than her.
18. Eva Longoria
Whom she dated: Tony Parker
Age difference: Six years — he was 23, she was 29.
How long it lasted: Married for three years before separating.
Cougar Scale: 5 — She was rumored to have dated Hayden Christensen, who was six years younger than her. Also, ex-boyfriend Ernesto Argüello was four years her junior.
19. Julianne Moore
Whom she dated: Bart Freundlich
Age difference: Nine years — he was 26, she was 35.
How long it lasted: They're married.
Cougar Scale: 3 — She hadn't dated anyone younger before him.
20. Jennifer Lopez
Whom she dated: Casper Smart
Age difference: 18 years — he was 25, she was 43.
How long it lasted: Still dating! It's been over a year.
Cougar Scale: 4 — She hasn't previously dated anyone significantly younger before Casper.
21. Gabrielle Union
Whom she dated: Dwayne Wade
Age difference: 10 years — he was 31, she was 41.
How long it lasted: Recently engaged.
Cougar Scale: 3 — Ex-boyfriend, Darren Sharper, who was only three years younger.
22. Kathy Griffin
Whom she dated: Randy Bick
Age difference: 20 years — he was 32, she was 52.
How long it lasted: Still together! They've been dating over a year.
Cougar Scale: 6 — She was rumored to have dated 23-year-old Levi Johnston.
23. Sharon Stone & Martin Mica, Age Gap = 30 Years
Whom she dated: Martin Mica
Age difference: Thirty years — he was 27, she was 57.
How long it lasted: Still together! They've been dating for over a year.
Cougar Scale: 8 — Ex-boyfriend Christian Slater was eleven years her junior.
24. Janet Jackson
Whom she dated: Wissam Al Mana
Age difference: Nine years — he was 37, she was 46.
How long it lasted: The two were married in 2013.
Cougar Scale: 7 — Janet was six years older than ex-boyfriend Jermaine Dupri.
25. Madonna & Brahim Zaibat, Age Gap = 30 Years
Whom she dated: Brahim Zaibat
Age difference: Thirty years — he was 25, she was 55.
How long it lasted: Three years
Cougar Scale: 10 — She previously dated 21-year-old Jesus Luz and is now dating 26-year-old Timor Steffens.
