There's breaking the hymen, and then there's "stretching" to accomodate a different penis. I was far from a virgin, but had some bleeding (and some pain) when I had sex with a friend who had a rather large organ. I think it's a function of size, depth of penetration, and the vigorousness of the activity.

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Life is too short not to love and be loved....preferably multiple times in one night.

I think men talk to women so they can sleep with them and women sleep with men so they can talk to them. ~ Jay McInerney