Millionaire Playboy

You know him. The suave millionaire who surrounds himself with beautiful women. Yes, they're only attracted to his money and influence-- but he knows it. He exults in it. And you're never, ever, ever going to get as much tail as him.

If he is moonlighting as a superhero, see Rich Idiot With No Day Job.

Anime and Manga

 * Roger Smith from the anime The Big O is a heroic millionaire who protect people with his giant robot. He also averts Rich Idiot With No Day Job, as he has an extremely difficult, high-profile and well-paying day job as a negotiator that funds Big O's upkeep, even.
 * Ukyo from Samurai Seven could be seen as a variation of this, considering his extensive harem and insane amounts of wealth (the room all his harem girls gather in has a whale in a tank).
 * Ranmaru Mori fits this trope very well.

Comic Books

 * Bruce Wayne acts like this in some continuities.
 * Oliver Queen, before he gave away his fortune in the Seventies.
 * Tony Stark, especially in the movies.
 * Ultimate Tony Stark takes this to somewhat ridiculous degrees.

Film

 * Tom Cruise's character in Vanilla Sky.

Literature

 * Tsu Ma in David Wingrove's Chung Kuo series. It helps being the supreme lord of West Asia.
 * Lamont Cranston.
 * Deconstructed in The Great Gatsby with Gatsby himself.
 * In The Flea Palace by Elif Shafak, Edith is somewhere between this and a Kavorka Man (a Rare Female Example in either case). She uses her wealth and taste to welcome a crowd of men to her house (prefers intellectuals) and they're fascinated and want to sleep with her although she's extraordinarily ugly.

Live-Action TV

 * Zack Young tried to emulate this kind of character during the third season of Desperate Housewives.
 * Chuck Bass from Gossip Girl.
 * Smallville's Lex Luthor while the playboy part is more reputation.

Real Life

 * Hugh Hefner is one, as reflected in the name of the magazine he founded.

Video Games

 * Tales of Symphonia's Zelos Wilder

Western Animation

 * Xander Crews from the show Frisky Dingo acts as the super hero Awesome X. Xander is also a Rich Idiot With No Day Job. He killed all of the bad guys in the town but it is hard to consider him heroic as he is an asshole.