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1.
The act of thrusting your entire penis forcefully into the vagina at the onset of intercourse causing your partner to yell, "Woooooo" from being surprised. Her response (Wooooo) is paying homage to legendary Professional Wrestler Ric Flair.
When I snuck into my girlfriend's house and gave her the Ric Flair, her "Wooooo" just about woke up her parents.
von DBoyd 30. März 2006
 
2.
A guy slaps his dick on a girl's chest as hard as he can and screams "Woooooooo!"
"I gave your mother the Ric Flair last night"
von Oeltjens 31. Januar 2010