Top Definition
When you're doing a girl from behind and you pretend to release your load in her cooter, but when she turns around, you cum in her face and yell "gotcha bitch!"
Frank: So what happened with you and Michelle last night?

Greg: She fell victim to a Chappelle Surprise.
by The Loge August 11, 2006
8 Words related to Chappelle Surprise

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