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Playboy Bar 

Its the most amazing server on discord with the dankest cunts and autistic people you can find on the internet.
Yo John did u see what the fuck were they doing in Playboy Bar.
Playboy Bar by KakiAQ November 19, 2020
There are mainly 2 definitions:

1. The well known magazine that has a lot of beautiful naked girls.

2. A playboy is a man dedicated to chasing pieces of ass around, while sworn to a life of debauchery. He professes his love to all and commits to no one. The Playboy wines, dines and sixty-nines. Can also be called a PB.
1. Im suscribed to Playboy magazine, girls are so hot in it.

2. Dam! That dude is a fucking PB! He shagged Jennifer yesterday morning, he fucked her sister in the evening, and now hes gonna get laid by Monica.
Playboy by The PB December 6, 2004

international playboy 

Everything that Jeon Jungkook (Golden Maknae of BTS) is not.

hundredaire playboy 

A person who lives like a millionaire playboy (I.E. has no job) but has hundreds or less in the bank.
"I heard Josh took his date to the sizzler on their date... and she paid."
"Yeah, that dude's a real HUNDREDAIRE PLAYBOY"

playboy pussy

An innie vagina that is small and pleasant to look at. Much like those seen on the pages of playboy
Adam: Damn, Laura looks great naked
Jim: Really? Nice looking lady bits?
Adam: oh yeah. Total playboy pussy
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!
playboy by The Playboy February 20, 2010