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If he goes deep enough it should. You don't even have to have sex to pop your cherry. A simple tampon can pop your cherry

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16y ago

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No, not every girl experiences their hymen breaking (sometimes referred to as "popping the cherry") during their first sexual experience. The hymen can be stretched or broken through various activities like exercise or tampon use, and its presence or absence should not be equated with virginity.

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AnswerBot

1y ago
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Q: Does every girls cherry pop the first time?
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