1. -When a person is great at doing something, but suffers from bad luck so much, and is commonly assigned the #2 role, thus the "wingman"
2. -When a person is great at something, but can't live up to high expectations because the partner or co-worker performs so much better, and ends up with the #2 role, thus the "wingman"
1. Anyone partnered with Max usually suffers from Wingman's Syndrome, and they don't last that long.
2. George is a great driver, but he might end up with Wingman's Syndrome if he's paired with Lewis
by Eau Rouge September 7, 2021
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Common in online dating. When someone uses a group photo with a hotter friend for their profile photo, making it unclear to potential suitors who the profile is for, thus creating undo interest in them. The classic bait-n-switch.
Frank: "Billy, how was your date?"
Billy: "Not good."
Frank: "I saw her profile pic. She looked pretty cute..."
Billy: "Nah, turns out my date was the other girl in the pic. The cute one was just playing Photo Wingman."
by Ol Codger March 22, 2013
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There is nothing worse than a bad wingman. Cutting more grass than a lawn mower, this guy will unintentionally hit on the hottie and steal the limelight, leaving you balls deep behind enemy lines. It doesn’t matter how well he’s doing or whether he’s gonna score the babe and ride off into the sunset, it is no less than your duty to ruin his chances in a mission of scorched earth. Good anti-mowing tactics include walking up to him and exclaiming loudly, “HEY, HOW IS THAT RASH ON YOUR BALLS CLEARING UP?”
You friend tells a joke which is terrible, you diss your friend and make him look small in front of the girl. The girl laughs and starts talking to you and you pull the girl hence becoming a bad wingman.

Dick-athlete loser: whats black and white and goes round and round,
Girl: I don't know
Dick-athlete loser: a penguin in a revolving door.
Dick-athlete champion: Man that was awful, your such a loser,
Girl: Laughing
Dick-athlete champion: do you want a drink
Girl: Yes ok
by Dick-athlete champion October 8, 2009
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The Anti-wingman is much like an anti-aircraft gun. Their role is to remove the competition by taking out their wingman.

This requires a very different set of skills to a normal wingman, primarily the ability to spit fire like nobodies business without any blow back.
"Oh, damn. She's already into that guy and his wingman makes him seem like hercules. Anti-wingman, to action"
"No problem, I got this bro" *proceeds to rip out competing person's wingman's jugular"
by DrBigLove June 10, 2016
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A wingman that is not available at the moment, but can give advice over text messaging and ask or repeat what he has already told you the night before.
Dude I needed a mobile wingman last night so I txt Rob at the funeral
by The mobile wingman September 10, 2009
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A wingman item is typically something you can carry around no matter how large or small that stands out and is generally intriguing. The wingman item is used to start conversations with females if you have no way of directly approaching and talking to her/them. You need to be within a short walking distance for the girl you are trying to talk to, however, unlike a wingman, you are trying to get the girl to approach you; unless you are skilled enough to approach the girl with your item in some clever manner. This 'conversation' starter can lead to one or two results depending on how well you can sustain a conversation.

1) The conversation will avalanche down and you will be able to exchange numbers or at least some information.
2) The conversation will stop after you have talked a little about your wingman item, and she may say she needs to leave due to the stale conversation.

Don't forget your wingman item is only a conversation starter, and you should attempt to change the subject with general questions to keep the conversation flowing.
-Wingman item = Chihuahua

Female "Oh my gosh he is so cute!"
You "Yea, I've had him for a little while now."
Female "Where'd you get him?"
etc.

Guitars, pictures, or anything a little out of the ordinary tend to be good wingman items as well.
by Oshu September 6, 2010
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The opposite of a wingman, he is there to stop you from getting laid. He is usually employeed before going out drinking, when you have a wife or girlfriend that you are tyring not to cheat on... AKA O-Dub
Me: "Hey dude i think im going to talk to that whore over there with the fuck me boots on."
O-Dub: "As your opposite wingman i would strongly advise against that "
by ballams January 13, 2011
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