win on

to hook up with or pash, usually involving some random whose name you never got in the first place or can't remember. Can also refer to engaging in some form of carnal knowledge without actually possessing any or very little information regarding your conquest.

Girl 1: "did you win on?"
Girl 2: "yeah...then I hid in the bathrooms all night."

Boy 1: "so I met this girl, and we won on, and I got her digits and tried to call but it was the wrong number."

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Winning

1. what CHARLIE SHEEN is
2. Winning is a constant state of enjoying life. It does not end, otherwise one was not truly winning to begin with. Hence, the suffix "ing"
3. It can be seen as an antonym of "hating" as the two often collide but "winning" is often exclusive. "Hating" relies on someone to "hate", one that is "winning" will do as he pleases regardless of what others have to say. When one is "winning" there is no bringing him down therefore haters are rendered powerless.

"Well, I mean, first of all come Wednesday morning they’re gonna rename it Charlie Bros. and not Warner Bros. Duh, winning! It’s, like, guys, IMDB right there, 62 movies and a ton of success. I mean, c’mon bro, I won best picture at 20. I wasn’t even trying. I wasn’t even warm."

Hater:Winning in what sense? Because some would say you're defeated now.
Charlie Sheen: They can say that but what kind of cars are they driving? What kind of girls are in their homes? ... Yeah, I said girls.

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Win-win

As discussed in "The 40 Year-Old Virgin," a win-win is the act of popping any kind of drowsiness inducing drug (Nyquill for example) and proceeding to jerk off. Whether or not one finishes before falling asleep is besides the point because "either way you win..."

Rob: "You going out tonight man?"
Gene: "Nah I'm staying in tonight. I'm pretty tired."

Rob: "You going for a win-win?"

Gene: "Great idea!"

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Winning

A philosophy of life where defeat is not an option. A way to emphasize an event you consider positive. Popularized by the actor/philosopher Charlie Sheen.

The sun is shining on me, winning!

That's some great crack cocaine, winning!

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win

Succeeding at a task.

You am teh win!!1!

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WINNING

1. a sentence enhancer meant to declare that the previous statement was full of win, epic, and made by someone ripe with tiger blood

2. the act of a person or thing (never trolls) that wins

I was hitting seven gram rocks. Winning!

I'm not bi-polar, I'm bi-WINNING; I win here and I win there.

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In it to win it

Basically your " in it to win it" when you will go far a wide to pursue the following :

sex/booty
$$$
social status
or anything as long as your hardcore about it .

Friend 1: Damn that guy has been trying to bone me for months ....

Friend 2 : He's soooo in it to win it

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