just go out and have a one night stand, get it over and done with xx
There is no way it "should" feel because each female has a different experience that is normally unique to her. However, it shouldn't be an excess of blood if she has a hymen that tears, and she...
About the time they are ready for a possible pregnancy and child.
When she has sex.
Not if she is aroused enough.
When he has sexual intercourse; the same is for a woman.