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Ruptured hymen
Obviously, every woman is probably different in this regard. Some of my friends have reported little/no pain or bleeding, some have said it was significant. I don't know if a hymen can be ruptured just by a finger. It doesn't seem like it would have the necessary circumference.
Any pain/bleeding is usually magnified by a bad lover with poor technique. Hopefully, men are not as ignorant about defloration as they used to be.
I've never found a satisfactory answer/reason for the existence of the hymen either..
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