-When you and your buddy go out to the bar/a party. And let's say you meet a hot chick, but there's a catch she's got an annoying or ugly friend. It's your buddy's job "The Wingman" to keep the "other chick" occupied so she won't want to leave. No one wants to talk to her, and she's jealous that her "hot friend" is getting attention. While your Wingman is keeping her occupied and preventing any "cockblocking" from happening you are free to make your move(s). You can even use your Wingman as an excuse for her to leave with you. "Look, your friend is having a great time. My buddy and her seem to be hitting it off real well. Come on, let's go back to your place."
As with the pleasure comes the pain, you have to take the Wingman position the next night so your buddy can be the Gunner.
On rare occassion(s) the next morning you will not know who was the Wingman, and who was the Gunner. Because they both looked ugly/annoying at the beginning of the night, but by the end of the night they were both hot!
"Mike took the Wingman position with honor that night."
"Yea, we weren't sure who was the Wingman on that morning."
by DanoRollngRck33 January 31, 2004
"The original military term wingman defined a pilot who supports another pilot in a dangerous flying environment. Today we honor that bravery by using the same term to describe a guy who misleads someone into sleeping with you."
Man #1: Excuse me, miss?
Hottie: Yes?
Man#1: Care to dance?
Hottie: Oh, I wish I could, but i'm here with my friend, Janice.
Man #2 (wingman): Hello, Janice. My, what a fetching third chin you have. May I buy us both several, several drinks?
by Chiggety May 02, 2010
A partner in crime - true friend ... that person who will always have your back, no matter what. He/She wil SaVe you.
This person is especially helpful when breaking into houses, or just going out to pick up some biddies.
It is not unusual for wingmen to be romantically involved.
-Dude, thanks for being my wingman we have had some good times
-Hey anytime man I'll never forget
by Neighborhood Watchh January 16, 2009
Someone who goes along with their friend on a date so that when their friend picks up the hot girl the wingman gets stuck with her ugly friend. A very noble job and guys usually switch off wingmen at different clubs. See fall on the grenade.
So buy her a beer, its the reason your here, mighty wingman.
Youre taking one for the team, so your buddy can live the dream.
by [ - stacys mom - ] October 22, 2003
The wingman is your best friend to party with because he is always up for anything and is ridicafunbut is also incredibly skilled at preventing you from making an ass of yourself by any means necessary up to and including getting just a little drunker or doing something just a little crazier to draw attention away from you. Most often achieves goal of saving your reputation by convincing you to leave wherever you are with the promise of going somewhere way more fun where everyone is hotter.
You: Dude, I'm going to challenge my boss to a beer chugging contest.
Wingman: Too easy, he doesn't stand a chance. Let's hit the nudie bar and do shots instead.
by Lucky Jodi March 20, 2007
when a guy goes to try to get at a girl one of the biggest obstacles to her getting some is her friends. knowing this men have learned to fight fire with fire. the wingman comes along on a date if the girl insists to bring her friend(s). The wingmans whole purpose in being there is to make sure his boy gets some action by dealing with the girls ugly friends or her friends who insist on her not hooking up that night.

A wingman is a good man and should be respected as such.
guy 1: yo im trying to get at suzanne but she insist on bring her ugly bitchy ass friends...be my wingman tonite and i got u next time
guy 2: i got u man i swear tho...im not touching any fat chix...
guy 1: good looks my dude...i owe u one
guy 2: damn strait
by Bigeast 34 March 20, 2006
opposite of a cockblocker the wingman will prevent male and female cockblockers from the pointman who is macking. a wingman may be the best thing to have in order to get what you want from women
wingman steps into the bar and covers the grenade and or cockblockers while waiting for the next moves in the game with the pointman so they both can score.
by Clinton Ziza Smith May 11, 2006
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