Hymen is a small flimsy membrane which is present at the vaginal orifice which breaks at the first intercourse, may bleed or may not bleed depend on how stretched or how broken it is. So first intercourse is penetration. So penetration of anything can break. Finger penetration or a sex toy or a proper intercourse will lead to a vaginal bleeding. Hymen breakage can happen anytime, in any of these insertions .Also you can see that the hymen would have been broken in athletes, in swimmers, in cycli