A win that is also fail. Bittersweet in modern terminology.
Person 1: "Dude I had great sex last night, but due to intoxication have only the vaguest memory of it."
Person 2: "Wail, man."
by The Wail Master June 29, 2010
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To fuck a woman so hard that it doesn't become sex anymore. It is now the act of wailing on her, dominating her. It is emphasized best when it is pronounced "Hawailed on." Typically slampieces are whaled on the hardest and the most often.
"No, no, no. You don't even know what it means to wail on someone, Moss. Did you hear that Josephina from Sierra Madre got wailed on like Jake was her padre."
by Maboo May 11, 2006
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Activities in the underwear that demand immediate attention either sexual or toilet related.
Palmer had to go to the toilet quickly due to his wailing underpants!
by I, Wreckerrr October 30, 2016
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noun. A Facebook wall with an emotional complaint, desperate cry for help, or call for attention that draws numerous sympathetic and sentimental comments from Facebook friends.

verb. Making such a post.
She was really close with her pet goldfish, and after it died, her wailing wall had fifty comments! I was impressed that so many people had so much love!

After he got fired, he wailing walled on Facebook and got so much pity that he felt OK being unemployed for a couple of months.
by Doctor Science November 25, 2010
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The sound a man makes while shooting his baby batter.
The sperm wail was somewhat of a squeal, and all she could do was swallow it with pride.
by Zach Beyer February 21, 2005
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A wailing fisherman is when a guy literally gets sick and hurls while going down on a girl, usually from drinking too much, but occasionally the vagina itself can be faulted. (Not to be confused with the "whaling fisherman," which is a guy who only likes going down on really huge chicks.)
After he finished those last three shots, Johnny went home and pulled a wailing fisherman on his girl. She left him passed out in his own pile, and he spent the whole next day smelling like stale vag and vom.
by cx99 December 29, 2010
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(N) Any douche or chode guy who's yelling and/or pissing the hell out of people by drawing a lot of unnecessary attention to himself.
***Steelers vs Ravens game*****

Guy 1: YEEEAAAHHH GO PATRIOTS!

Guy 2: Fucking wailing dick...
by Jeffrey_Blake_kkk July 17, 2011
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