Like: If there are two holes in your vagina your urethra and your vaginal canal , which hole does sex happen in? And what about all this "popping the cherry" stuff I've heard about? And WTF is a hymen?! Let's start off by answering that last question.
The hymen is a crescent-shaped thin membrane that covers part of the vaginal opening see diagram below. This occurs especially if the opening in the hymen is small or there is pain with insertion. Some women may have a few spots of blood the first time they have sex, others do not. There is no sure way of knowing if someone has ever had sexual intercourse.
The concept of female "virginity" has a complicated history, and has often been incorrectly linked to breaking the hymen. Bleeding after intercourse was thought to be proof of an unbroken hymen, and thus, proof that a woman had not had sex before. The reality, however, is that the state of your hymen has nothing to do with sexual activity. As for how to know if your hymen is broken, it's near impossible to see it for yourself.
And this ties into what is known as the sexual double standard: Women are shamed for having sex and men are rewarded for it. The idea of your first penis-in-vagina sexual encounter being something significant and life altering well, for women anyway has origins in women being considered property. That is to say, virginity is a social construction that came about because of the commodification of women. Since women were and sometimes still are considered property, when they got married, they were passed on to their husbands from their fathers.