History Main / MillionairePlayboy

You know him. The fabulously wealthy guy, who rubs shoulders with the rich and famous, the movers and shakers of industry, and may even have connections in the political arena. The one sitting on top of more capital than most people can imagine and more than they themselves will ever be able to spend in a lifetime. Add dashing good looks, boyish charm, [[SharpDressedMan swank tailored suits]], lavish living in a downtown penthouse loft and a countryside mansion, yachts, luxury cars, hanging out in VIP-only lounges in nightclubs, and weekend excursions on the Rio Grande or the Virgin Islands and it's no wonder they're regarded as part of the "jet set".

The combination of wealth, power, and charisma [[GoldDigger draws women to them]] ''[[ChickMagnet in droves]]'' -- and he ''exults'' in it, because he can have his pick among supermodels and starlets. Even if he's the type to [[TheCasanova love 'em and leave 'em]], he knows there'll always be another to take their place, ensuring you'll never get [[ThePornomancer as much action as he does]].

Favorite playboy hobbies include gambling at elite casinos (Blackjack, roulette, etc); gala, black tie ClassicalMusic events; art openings at fancy galleries; auction houses for fine art; posh equestrian events and other SnootySports; and luxury travel in their private jet to glamorous and exotic locations (French Riviera, Paris, Rome, tropical beaches).

Playboys are also [[ManOfWealthAndTaste gourmands with a refined palate]]. Their [[WineIsClassy wine cellar]] and [[LuxuriousLiquor liquor cabinet includes rare, imported bottles]]. Their drink of choice is an elegant cocktail. Pipes and fine cigars are also appreciated.[[note]]The lead illustration depicts Hugh Hefner with his iconic pipe.[[/note]]

In addition to wealth and a glamorous personal style, playboys are cosmopolitan and well-read. They can discuss the novels of Norman Mailer, and Kurt Vonnegut, chat about Nietzche's philosophy or Picasso's painting style, favorite stagings of Theatre/LaBoheme, and debate political issues.[[note]]"Hugh Hefner, Iconic Playboy, Dies at 91" in ''Vanity Fair''. By Donald Liebenson, September 27, 2017.[[/note]] The playboy has a well-rounded education, which allows them to be at ease conversing with everyone with from authors and artists to [=CEOs=] and heads of state.

Playboys are also [[ManOfWealthAndTaste gourmands with a refined palate]]. Their [[WineIsClassy wine cellar]] and liquor cabinet includes rare, imported bottles. Their drink of choice is an elegant cocktail. Pipes and fine cigars are also appreciated.[[note]]The lead illustration depicts Hugh Hefner with his iconic pipe.[[/note]]

Playboys are also [[ManOfWealthAndTaste gourmands with a refined palate]]. Their wine cellar and liquor cabinet includes rare, imported bottles. Their drink of choice is an elegant cocktail. Pipes and fine cigars are also appreciated.[[note]]The lead illustration depicts Hugh Hefner with his iconic pipe.[[/note]]

Playboys are also gourmands with a refined palate. Their wine cellar and liquor cabinet includes rare, imported bottles. Their drink of choice is an elegant cocktail. Pipes and fine cigars are also appreciated.[[note]]The lead illustration depicts Hugh Hefner with his iconic pipe.[[/note]]

The classic suit is the smoking jacket. Their luxury accessories aim to impress. If they light a cigarette, it's with an engraved platinum lighter. If they sign for a huge suite at a luxury hotel, it's with a silver Cartier fountain pen. They wear a Philippe Patek or Tag Heuer watch. For this reason, live action shows featuring playboys are great works for luxury ProductPlacement. When relaxing at home, silk pajamas and a robe are the favorite garb.

The classic suit is the smoking jacket. Their luxury accessories aim to impress. If they light a cigarette, it's with an engraved platinum lighter. If they sign for a huge suite at a luxury hotel, it's with a silver Cartier fountain pen. They wear a Philippe Patek or Tag Heuer watch. For this reason, live action shows featuring playboys are great works for luxury product placement. When relaxing at home, silk pajamas and a robe are the favorite garb.

You know him. The fabulously wealthy guy, who rubs shoulders with the rich and famous, the movers and shakers of industry, and may even have connections in the political arena. The one sitting on top of more capital than most people can imagine and more than they themselves will ever be able to spend in a lifetime. Add dashing good looks, boyish charm, swank tailored suits, lavish living in a downtown penthouse loft and a countryside mansion, yachts, luxury cars, hanging out in VIP-only lounges in nightclubs, and weekend excursions on the Rio Grande or the Virgin Islands and it's no wonder they're regarded as part of the "jet set".

In addition to wealth and a glamorous personal style, playboys are cosmopolitan and well-read. They can discuss the novels of Norman Mailer, and Kurt Vonnegut, chat about Nietzche's philosophy or Picasso's painting style, favorite stagings of Theatre/LaBoheme, and debate political issues.[[note]]"Hugh Hefner, Iconic Playboy, Dies at 91" in ''Vanity Fair''. By Donald Liebenson, September 27, 2017.[[/note]]

Favorite playboy hobbies include gambling at elite casinos (Blackjack, roulette, etc); gala, black tie ClassicalMusic events; art openings at fancy galleries; auction houses for fine art; posh equestrian sports; and luxury travel in their private jet to glamorous and exotic locations (French Riviera, Paris, Rome, tropical beaches).

In addition to wealth and a glamorous personal style, playboys are cosmopolitan and well-read. They can discuss the novels of Norman Mailer, and Kurt Vonnegut, chat about Nietzche's philosophy or Picasso's painting style, favorite stagings of Theatre / La Bohème, and debate political issues.[[note]]"Hugh Hefner, Iconic Playboy, Dies at 91" in ''Vanity Fair''. By Donald Liebenson, September 27, 2017.[[/note]]

In addition to wealth and a glamorous personal style, playboys are cosmopolitan and well-read. They can discuss the novels of Norman Mailer, and Kurt Vonnegut, chat about Nietzche's philosophy or Picasso's painting style, and debate political issues.[[note]]"Hugh Hefner, Iconic Playboy, Dies at 91" in ''Vanity Fair''. By Donald Liebenson, September 27, 2017.[[/note]]

The classic suit is the smoking jacket. The luxury accessories aim to impress. If they light a cigarette, it's with an engraved platinum lighter. If they sign for a suite at a luxury hotel, it's with a silver fountain pen. If they check the time, they look at their Philippe Patek or Tag Heuer watch. For this reason, live action shows featuring playboys are great works for luxury product placement. When relaxing at home, silk pajamas and a robe are the favorite garb.

The classic suit is the smoking jacket. The luxury accessories aim to impress, such as costly Swiss wristwatches. Playboys love swanky accessories. If they light a cigarette, it's with an engraved platinum lighter. If they sign for a suite at a luxury hotel, it's with a silver fountain pen. For this reason, live action shows featuring playboys are great works for luxury product placement. When relaxing at home, silk pajamas and a robe are the favorite garb.

The classic suit is the smoking jacket. The luxury accessories aim to impress, such as costly Swiss wristwatches. When relaxing at home, silk pajamas and a robe are the favorite garb. In addition to wealth and a glamorous personal style, playboys are cosmopolitan and well-read. They can discuss the novels of Norman Mailer, and Kurt Vonnegut, chat about Nietzche's philosophy or Picasso's painting style, and debate political issues.[[note]]"Hugh Hefner, Iconic Playboy, Dies at 91" in ''Vanity Fair''. By Donald Liebenson, September 27, 2017.[[/note]]

The classic suit is the smoking jacket. The luxury accessories aim to impress, such as costly Swiss wristwatches. In addition to wealth and a glamorous personal style, playboys are cosmopolitan and well-read. They can discuss the novels of Norman Mailer, and Kurt Vonnegut, chat about Nietzche's philosophy or Picasso's painting style, and debate political issues.[[note]]"Hugh Hefner, Iconic Playboy, Dies at 91" in ''Vanity Fair''. By Donald Liebenson, September 27, 2017.[[/note]]
Playboys are also gourmands with a refined palate. Their wine cellar and liquor cabinet includes rare, imported bottles. Their drink of choice is an elegant cocktail. Pipes and fine cigars are also appreciated.

The classic suit is the smoking jacket. The luxury accessories aim to impress, such as costly Swiss wristwatches. In addition to wealth and a glamorous personal style, playboys are cosmopolitan and well-read. They can discuss the novels of Norman Mailer, and Kurt Vonnegut, chat about Nietzche's philosophy or Picasso's painting style, and debate political issues.[[note]]"Hugh Hefner, Iconic Playboy, Dies at 91" in Vanity Fair. By Donald Liebenson. September27, 2017[[/note]]
Playboys are also gourmands with a refined palate. Their wine cellar and liquor cabinet include costly, rare bottles. Their drink of choice is an elegant cocktail. Pipes and fine cigars are also appreciated.

The classic suit is the smoking jacket. The luxury accessories aim to impress, such as costly Swiss wristwatches. In addition to wealth and a glamorous personal style, playboys are cosmopolitan and well-read. They can discuss the novels of Norman Mailer, and Kurt Vonnegut, chat about Nietzche's philosophy or Picasso's painting style, and debate political issues. Playboys are also gourmands with a refined palate. Their wine cellar and liquor cabinet include costly, rare bottles. Their drink of choice is an elegant cocktail. Pipes and cigars are also appreciated.

* Hugh Hefner was one, as reflected in the name of [[Magazine/{{Playboy}} the magazine he founded]].

The classic suit is the smoking jacket. The luxury accessories aim to impress, such as costly Swiss wristwatches. In addition to wealth and a glamorous personal style, playboys are cosmopolitan and well-read. They can discuss thr novels of Norman Mailer, and Kurt Vonnegut, chat about Nietzche's philosophy or Picasso's painting style. Playboys are also gourmands with a refined palate. Their wine cellar and liquor cabinet include costly, rare bottles. Their drink of choice is an elegant cocktail. Pipes and cigars are also appreciated.

The classic suit is the smoking jacket. The luxury accessories aim to impress, such as costly Swiss wristwatches.

You know him. The fabulously wealthy guy, who rubs shoulders with the rich and famous, the movers and shakers of industry, and may even have connections in the political arena. The one sitting on top of more capital than most people can imagine and more than they themselves will ever be able to spend in a lifetime. Add dashing good looks, boyish charm, swank tailored suits, lavish living in a downtown penthouse loft and a countryside mansion, yachts, luxury cars, and weekend excursions on the Rio Grande or the Virgin Islands and it's no wonder they're regarded as part of the "jet set".

You know him. The fabulously wealthy guy, who rubs shoulders with the rich and famous, the movers and shakers of industry, and may even have connections in the political arena. The one sitting on top of more capital than most people can imagine and more than they themselves will ever be able to spend in a lifetime. Add dashing good looks, boyish charm, swank tailored suits, lavish living in a downtown penthouse loft and a countryside mansion, weekend excursions on the Rio Grande or the Virgin Islands and it's no wonder they're regarded as part of the "jet set".

You know him. The fabulously wealthy guy, who rubs shoulders with the rich and famous, the movers and shakers of industry, and may even have connections in the political arena. The one sitting on top of more capital than most people can imagine and more than they themselves will ever be able to spend in a lifetime. Add dashing good looks, boyish charm, swank suits, lavish living, weekend excursions on the Rio Grande or the Virgin Islands and it's no wonder they're regarded as part of the "jet set".

Ones with fighting skills are likely to be [[CulturedBadass Cultured Badasses]]. Or, if they're moonlighting as a superhero, or secret agent see RichIdiotWithNoDayJob. For villainous examples see ManOfWealthAndTaste.

* Roger Smith from the anime ''Anime/TheBigO'' is a heroic millionaire who protects people with his giant robot. He also averts RichIdiotWithNoDayJob, as he has an extremely difficult, high-profile and well-paying day job as a negotiator that funds Big O's upkeep, even.

* Bruce Wayne in ''Film/BatmanBegins'' pretends to be one as part of his RichIdiotWithNoDayJob guise, but only as a distraction to provide cover for his Batman SecretIdentity. It wasn't played up in subsequent films, as the point had cinematically been made.

* ''Series/{{Arrow}}''. Oliver Queen (making it useful for a RichIdiotWithNoDayJob cover) along with his RomanticWingman Tommy Merlyn.

* Xander Crews from the show ''WesternAnimation/FriskyDingo'' acts as the super hero Awesome X. Xander is also a RichIdiotWithNoDayJob. He killed all of the bad guys in the town but it is hard to consider him heroic as he is an asshole.