When you purposely fuck a bitch on her period
Person 1: Bro, how was it last night with Makayla?
Person 2: It was a mess.
Person 1: Cherry Tipping?
Person 2: Yup!
by RebelliousGamer April 23, 2018
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When a man digs into his penis with his fingernail until it becomes bright red.
Dan gives himself a Cherry Tip every time he watches porn.
by 10002 October 21, 2010
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