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Nov 8, - Read on to discover FACTS about the hymen and virginity. that the hymen always bleeds during first-time sex, let's talk about other facts about the "Losing your virginity" does not necessarily mean penis meeting a vagina. Jan 2, - So I lost my virginity 3 days ago and it was extremely painful. So, I did bleed during the intercourse, it was a decent amount of blood but not a lot.