Then And Now: How Did These 21 Cougars Hold Up?

Get Started

Would you still?

Then and now: how did your 21 favorite cougars age? The second definition of "cougar" in Merriam-Webster Dictionary is "a middle-aged woman seeking a romantic relationship with a younger man." The reverse happens all the time in Hollywood and elsewhere, but more recently there have been well-publicized examples of more mature Hollywood women who seem to prefer younger men. One of the best examples is Demi Moore, who was married to Ashton Kutcher, 16 years her junior, for years. Madonna has left a long list of toy boys in her wake, but will the Material Girl finally grow up now that she's over 60? Sharon Stone once dated a guy 30 years her junior and was recently seen celebrating her 60th birthday while strolling on a beach in a bikini with another younger man on her arm. Cher had relationships with Val Kilmer, Eric Stoltz (who played her son in Mask), Tom Cruise, Richie Sambora and Rob Camilletti, the 18-years-younger bagel baker she dated from 1986-1989. Other famous cougars featured in this article include Jennifer Lopez, Susan Sarandon, Eva Longoria, Gabrielle Union, Robin Wright, Vivica A. Fox, Jennifer Aniston, Halle Berry, Courteney Cox, Sam Taylor-Johnson and many more.

Do Hollywood's most notorious cougars still have what it takes to get their paws on younger guys, or do you think they should start dating men their own age? You tell us. Get Started