Why does having s*x 3 times in a row hurt??

Question

me and my boyfriend like to have s*x several times in a row, the third times usually hurts... why??

Answer 1

It sounds like the skin is irritated or chafed at that point.  

I also notice that there isn't as much natural lubrication the more often or longer that s*x is.

I would try some K-Y, and maybe take it a bit slower the third time.

Answer 2

Because he was making you raw. Either you were not lubricated enough .. or he was being too rough :]

Answer 3

You are introducing a great amount of friction in a tender area.    

Answer 4

Similar idea to friction burn :) try lubrication each time you have s*x, and see if that helps!