playboy

1. An old-fashioned term refering to a perpetual bachelor who is extremely successful with beautiful women.

Women typically want to be with a playboy, they often want to marry him, and some obsess over him. The playboy cares about the women who love him, and can be tormented by how often he hurts them.

A playboy has an intrinsic confidence, the primary source of his attraction. A playboy does not "try" to sleep with women. It would be beneith him. This is merely a side-effect of a charming evening.

The term "playboy" should not be mistaken for the more contemporary "player." Players tend to have low self-esteem and attempt to sleep with women in order to gain self-confidence, a stark distinction from the playboy.

2. A girly magazine, the target audience for which is older, married men who are no longer able to be playboys themselves and boys too young to be playboys, usually the sons of the primary target group.
1. You're a bit of a playboy aren't you?
Oh, I don't know.
It's okay, I'm going to sleep with you anyway.

2. Did you get your dad's playboy?
Yeah, I've got it right here!
by The Playboy February 18, 2010
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playboy

A rich unattached man who is a magnet for girls. Sometimes because of his looks and money but mostly for his money.

This guy usually is off to his next adventure with the latest squeeze on his arm.

He is carefree and will get more pussy in a month than you will see in a lifetime of Playboy magazines.

He is despised by men who dont have money or looks.

He is the male version of a whore.
He has a reputation as a playboy.
by Cheerleader Fucker August 25, 2004
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playboy

Playboy Magazine. Used to be a great men's magazine. And if you're into overworked pictures of fake women with fake boobs, fake faces and fake hair, it still is.
Nowadays, Playboy only caters to old truckers, teenage morons, and mouth-breathing political moderates.
by New Marquis de Carabas September 20, 2005
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playboy

A fine magazine that many people read for its articles.
It must be distracting to read Playboy with those pictures of naked women.
by sukebe December 13, 2006
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playboy

A man who is devoted to the pursuit of pleasurable activities.
by play-boy July 24, 2003
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playboy

"Genius, billionaire, playboy, philanthropist"-Tony Stark
by pseudoynm November 18, 2020
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playboy

A rightous man with sooo much game, girls don't even try to hide that they like him, becuase he is obviously a pimp. There is also a magazine with naked hoes in it, that is good, called *Playboy*
"yo playboy, what's up, can i give you a slurpy"
"yo, we gots to get that new playboy with the wal-mart girls in it"
by PLAYBOY November 18, 2003
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