First time sex experiences vary from girl to girl, but I will give you my advice from my experience.My first time I had sex, I did not bleed. However, it did hurt. I think it hurts for almost every girl their first time. Just take it very slow, don't be rushed! Just take deep breaths if it hurts. The pain usually lasts until he is completely inside of you and slides in and out a couple of times. Then it generally goes away. All you have to keep in mind is it will not be painful through the whole thing! You may want to stop at first, but if you keep going, the pain will go away. However, if you feel the need to stop, by all means, stop! Your guy will understand (if they love you, they tend to be really cautious and caring during sex and don't want you in any pain).Just be sure to take it slow!!! It is good that you are using protection. BUT, the mistake I made my first time having sex is that I actually made him wear 2 condoms at once. I'm kind of embarrassed at admitting that. That actually increases the risk of pregnancy because the two condoms will rub against eachother, creating friction, and possibly a tear. So, only wear one condom, of course! You can get spermicidal condoms- they have a lubricant that kills the sperm if the condom were to break...which can happen, but rarely. Along with wearing a condom, you can have him pull out before he comes, just for extra protection.