back to top
Celebrity

The 25 Sexiest Celebrity Cougars

Whether or not their relationships lasted, these foxy ladies enjoy the presence of a younger man!

Posted on

1. Sandra Bullock

Famepictures, Inc.

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!).

Advertisement

2. Vivica A. Fox

Evan Agostini/Staff

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

Jason Kempin/Staff

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

Alberto E. Rodriguez/Staff

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

Alberto E. Rodriguez/Staff

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

FameFlynetUK/FAMEFLYNET PICTURES

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.

Advertisement

7. Courtney Cox

Frazer Harrison/Staff

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

Alexandra Wyman/Staff

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

Jemal Countess/Stringer

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

Eugene Gologursky/Stringer

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

Evan Agostini/Staff

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.

Advertisement

12. Halle Berry

Stephen Lovekin/Staff

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

GG/FAMEFLYNET PICTURES

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

Jason Kempin/Staff

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

Frederick M. Brown/Stringer

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

http://ER/Flynetonline.com

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.

Advertisement

17. Mariah Carey

AAR / FameFlynet Pictures

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

http://GG/Flynetpictures.com

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

http://GG/Flynetpictures.com

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

Premiere/FAMEFLYNET PICTURES

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

SGP/FAMEFLYNET PICTURES

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

Teach/FAMEFLYNET PICTURES

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

AAR/FAMEFLYNET PICTURES

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

Vittorio Zunino Celotto/Staff

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

FAMEFLYNET PICTURES

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.

Promoted

Every. Tasty. Video. EVER. The new Tasty app is here!

Dismiss