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My boyfriend and I have had sex a few times and he hasn't been able to pop my cherry or at least I don't know if he has or not. There has not been any immediate bleeding after sex but when I check to see if anything happen I feel a dent in it like it maybe popped or is close to. any advice? or any advice on helping it pop? we've tried everything and I want him to be my first (:

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In one survey, only 43% of women reported bleeding the first time they had intercourse, indicating that the hymens of a majority of women are sufficiently opened. Also hymen can be very durable and require minor surgery if it has not corrected itself by puberty to allow menstrual fluids to escape but since you had sex few times i think you are closer to the firs example.
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Maybe he has a small penis?
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