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I was fingered by my boyfriend and I started to bleed. This has never happened to me before and I am not a virgin. There was a good amount of blood and now my vagina hurts. Does this mean that he was too rough or could I have an STD?? Please help

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STD...doubtful. A little to rough..highly possible.
You may not have felt the painful end of it because you may have been really turned on, and because you may have been sexually charged the pain you may have felt could of felt good. (wow, run on sentence or what?) Anyway, you probably get what i just said, right? Ask bf to be a little gentler next time. That is also why your vagina hurts too.
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Although you say this has never happened before, it is possible that your hymen tore this time.

Just a thought.

I agree with bbfeet9 above though... ask him to be a bit more gentle.
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