popping the cherry is when a woman has sex for the first time and the hymen located in the vagina tears and starts bleeding. once it is torn it will always be torn and that is one way to tell if a girl is a virgin. this can either be pleasant or painful for the girl
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Popping someones cherry is a sign of them losing their virginity due to the hymen breaking releasing blood. The hymen is a flap inside the vagina that it torn the first time she has sex. It does bleed and can be painful. HOWEVER keep in mind that the hymen can be broken before she has sex by applying pressure to the vagina doing activities such as horseback riding or biking.
~GFiZZLE
You can break your hymen by sexual intercourse, horseback riding, accident or injury, bicycling, high jumping, and gymnastics.