Aug 14, - You mean, “will it heal by the next time”? Very unlikely, it's not like a piercing hole. On the other hand, if the partner is so careless and/or the structure of the How to know about boys virginity, girls bleed for the first time. A woman may not know her hymen has broken, because it doesn't always cause pain or noticeable bleeding. Having a broken hymen therefore doesn't necessarily mean a woman has lost her virginity. If you're concerned about bleeding after sex, get advice from your GP or your nearest sexual health clinic.What causes a woman to · Why does sex hurt? · 15 things you should know.