How? Where dose he bleed from? And the only way a woman dose not bleed is if she has no haymen
There is this part on the back of a dick which is a really thin string of meat when erect, for a really, really low percentage of men it can tear during their first time or something, I don't remember the details, I remember that it could be removed surgically.
As for women there are two options and it also varies from person to person:
1. They bleed, but not a noticable amount to the point where you wouldn't notice even if you were looking for it.
2. Their hymen was really weak, so it was torn with some random action like some sports, tampoon, masturbation, etc. That doesn't mean they are not a virgin anymore.
If such a man has sex with such a woman, while both were virgins, he will bleed and she will not.