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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"
by cotchrocket March 4, 2009
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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
by Mark Suckitberg March 19, 2019
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The Playboi Carti Effect

Someone who has always thought of Playboi Carti as a trash artist until they've listened to the Flex transition and have transcended to another level of the psyche.
"Man, Playboi Carti is just a horrible rapper... you cant even understand him!"
"I hear you bro, but listen to Flex off of his self titled album Playboi Carti."

* 4 minutes later...*

"That transition was fucking crazy bro, I felt my soul coming out of my body!"
"For real bro, thats what you call The Playboi Carti Effect."
by IDKH December 6, 2020
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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 20, 2010
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Playboi Carti

He is one of the greatest, most influential and most lyrical musicians to ever live on our planet. In one of Chief Keefs iconic masterpieces called "Uh Uh" where Playboi Carti also known as King Vamp is featured in, Cash Carti goes:
"Uh-uh, uh-uh-uh (tell a tale)
Uh-uh, uh-uh-uh, uh-uh-uh
Uh-uh, uh-uh-uh
Uh-uh, uh-uh-uh, uh-uh-uh
Uh-uh
Uh-uh, uh-uh-uh, uh-uh-uh
Uh-uh
Uh-uh, uh-uh-uh, uh-uh-uh"

In conclusion Jordan Carter (Playboi Carti) really is a hero of our generation, a legend. One that we needed but did not deserve.
Hakeem: "Aye Kyle have you heard Playboi Carti's new song?"
Kyle: "You mean that stupid vampire?"
*Hakeem punches Kyle as hard as he can and sends him to the hospital. In the hospital, the nurses do not want to treat Kyle because of the wrong words he used. Kye ends up dying.*
by VampireSlatt123 June 26, 2021
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Playboy

1. a man, wanting to live life to the fullest, tends to crave adventure and is always looking forward to accomplishing something new.

2. A man of comfortable means, exudes confidence, and naturally attracts others to him, especially beautiful women.

3. A magazine targeted towards the male population. It focuses on nudity and male related issues.
Sir Richard Branson, billionnaire, thrill seeker and yes, a playboy.
by Militarybadboy September 14, 2011
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Playboi Judy

A person that's a rapper but can't order a pizza from Pizza Hut.
Yo you gotta listen to Waitangi Trapunal by Biggie Wang and Playboi Judy
by Tyler, the Schlatt Man December 10, 2020
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