I just started trying to have sex with this guy, and I was a virgin. I'm not now, I did bleed, and it hurt a lot, but we could never get it all the way in. It was like, horrible pain. We have tried several times to get it all the way in but it just won't go. I eventually have to stop him because of the pain. I can't describe what it feels like, but it's like there's this impossible barrier stopping it and it hurts a lot. We've tried a total of 4 times so far with the same result, and it's getting harder to do each time. I don't know what to do, but me and him kind of want to have kids. help. :(
Sounds like you both need to relax a little, you can't have sex when you are tense and worried about it. Anxiety about these things can mean that you can't get wet enough for him to enter you. Try and relax and take you're time, there is no need to rush things! If all else fails try lubricant
try to do it when youre drunk.. just like kfisher9 said, you should relax, if you are tensed and still pushed, you might have a bigger problem than having kids. you should also be aroused before he insert his penis. lubricants play a very big role in sexual intercourse (may it be self-produced lubricant of like vaseline) be careful not to push it if it really hurts, there was a case where penis was stuck on vagina.