Omg playboi is one of a kind his style his walking his talk everything just perfect he is very hansome and is hands down one of the best at what he does
by Playboifan77 March 14, 2017
A person that you say what's up to, and give a pound, but aint really your homie because when you are sayin "wud up playboy" to that cat, the end sylobil in playboy has its tune tweeked, making the name a touch sarcastic.
the Living Legend Billy Brads walks into a bar, and says to the bartender, "wud up, playboi?"
by Apache203 June 17, 2008
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.
by The PB December 7, 2004
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
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 15, 2011
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
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