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  • Typically to "pop her cherry" means to take a her virginity or to be the first male to ever have used his penis to penetrate her vagina. The terminology probably came from the fact that women are born with a thin piece of skin inside of their vagina called the "hymen" which is torn though intercourse or everyday activitiy such as riding a bicycle or running in the park. When this skin is torn through intercourse there is sometimes some vaginal bleeding which essentially once the penis breaks through the skin, her cherry is "popped".
  • when you stick your dick into a girl(that is a virgin) it will pop her cherry and she will bleed.

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