Well, I'd wait until I was married, because that's a part of my faith. But I guess lust will probably always overcome morals, so I'll tell you what I know (even though I have no personal experience, my sister is 17 and seven months pregnant). So let's begin. You need to be on birth control for at least a month before engaging in sexual activity- it needs to regulate in your system. Or he needs to be VERY careful in using a condom, and disengaging from your sexual activity if he feels the slightest break. It's going to hurt when your hymen is broken. Just in case you don't know, you have a membrane at the vaginal opening that will be broken when he penetrates. Now, some girls already have broken their hymen from tampons, biking, etc., so it may not hurt when he penetrates. There WILL be blood when he breaks your hymen. Keep a change of sheets.Request for your boyfriend to ease himself into you at first, then wait until the pain subsides in your vagina, then tell him to continue. It will be a lot easier this way. Don't expect it to be a romance novel sex scene. It'll probably be him trying to get as much sexual pleasure as possible, and it may not be equally emotional for both of you. Sex is something meant for marriage, as it is used to make children. If you don't want to end up like my poor sister, I would suggest you hold off. Notice that once you lose your virginity, you can never get it back. You can't go to Walmart and buy "three boxes of virginity, please". I hope you use your best judgment.