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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
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Player 2 

1. A gaming buddy who will often visit s friend's house, and play his friend's video games (with his friend)as the Player 2, or second player in 1 vs 1 matches. These may or my not (but often are), games said player 2 does not own and is often bad to mediocre at. A Player 2 can be characterized by being owned by his friend many times in any said game for the first few visits, but then gets to the point when he/she wins upwards of 40% of the time. These are often close friends, and don't stay sore about losing. However, their friend may cheat against them, or get them frustrated by causing their character (or whatever they play as in the game) to consistently epic fail through said Player 2. A good player 2 will eventually get good at said games, but will never NEVER ask for their friend to go easy on them unless they are not having fun.

2. More simply, the second player in a two or more player video game.
Player 2 :

I have no X Box, but I was playing Halo 3 at my friend's house a few times. He kept in sniping me and using invisibility and bullshit to kill me, but in the end I killed him like five times. I came over the next week, and after a while I got a three kill streak with the gravity hammer, and was harassing him using the hornet, hut he still won.

My other friend came over my house, and we played Star Wars Rebel Strike: Rogue Squadron 3 on my blue cube. I shot him down like four times in one game, then in rampage mode my score was three times his. About a few years later, he manages to beat me in rampage sometimes, and can beat me in a dog fight if he cheats with lock on missiles, or if I bs and fly dramatically.
Related Words

Playlistism 

Discrimination based not on race, gender, or religion, but rather on a disturbingly horrible iTunes music library discovered through a school or job network.

Refers to the "shared music" feature available on iTunes in which one can browse the various music libraries of the co-workers or classmates in the network. Often requires awkward explanation of why you have "that song."
Mike accused me of playlistism when I questioned his collection of Color Me Badd b-sides.
Playlistism by Edwin January 23, 2005
Word of the Day on July 21, 2006

High School Football Player

The high school football player is the epitome of awesomeness and swag all bottled into 1 walking shit for brains toolbag. In the high school food chain the football player is a cut above the rest when it comes to everything including raw athleticism, obvious swagger and straight-up toughness resulting in aquiring an abundance of girls who, by the laws of high school, are required to be with them. On the rare occurrance that said football player were team captain it emphasizes the previously stated attributes by nearly infinite. El Capitano is very aware of all of this and flaunts it harder than a $2 hooker on a saturday night at the club. Whether it is flooding social networking sites with pointless updates, wearing his jersey in a way similar to the way an SS officer wore his in the 1940s, and showing public displays of affection to his girl who really deserves someone much better, lets say for example the funny, sarcastic, intelligent, socially awkward, down-to-earth, alternate captain of the high school hockey team, who really understands her, the captain is a complete fuckface. But instead she is blinded by the astounding amount of toughness and idiocracy that he has to display to keep his high school reputation intact. However little does our self-centered wanna-be leader know that once he graduates high school he will count for nothing in society, most likely pump gas for a living, and can only think back on what a total dick and waste of life he was at 18 years old.
The high school footbal player runs his school.
Dude that high school football player is a complete fuck.

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.*

kiss a football player day

may 21 is national kiss a football player day. come on girls go kiss a football player!
OMG its may 21st I have to kiss a football player! Because may 21st is national kiss a football player day!

playing my violin 

a phrase used to describe a sarcastic response to self pity meaning who cares.
I'm playing my violin sad song just for you.
playing my violin by Z19 May 18, 2006