Madonna & Brahim Zaibat

That cougar who traveled from South Dakota to Connecticut had nothin' on the cougar named Madonna, who traveled from Michigan to New York with only spare change and a dream, and who has since visited most of the countries in the world and many of its continents.

Here, she's seen in a death grip with her prey—a tasty morsel, to be sure. What better way to celebrate turning 53 than by accepting tongue from someone 29 years younger?

Some will say "ew!" and liken this to Calvin Klein (68) and his kept boy (21), but the difference is Madonna can still self-lubricate and, all kidding aside, is still hot—and not only because of her fame, wealth and power. She's a good-lookin' broad with a body that's like a master class in human sexuality for a nice Muslim kid who probably never knew what hit him until he hit it.

She looks happy, he looks happy and there's nothing wrong with chasing youth...or even with catching one occasionally.