I have been with my boyfriend for about three months and I am not sure if I'm ready to have sex. How do you really know if you're ready? We have talked about sex before and he wants to do it but I'm just not sure if I want to or not. We have done other things and have also talked about those and if it felt good for us. It was just a little bit awkward talking about it with him at first, then I got more comfortable. He's not pressuring me into doing it, I just want to make sure I'm absolutely ready because I don't want to regret it.

There is another question I would like to ask. If you have been masturbating for quite some time (by rubbing my clit), and I mean a long time, will I only be able to get pleasure from rubbing or will having sex feel good too? I have read somewhere that you can get used to one thing and only be able to feel pleasure from it. My boyfriend has fingered me, it hurt a little at first but then it didn't. It's not that I hated it, but I also didn't get pleasure from it. I'm scared that I won't be able to get pleasure from anything else other than rubbing. Please help.

I have a rather embarrasing question but I really need help. When having anal sex with my boyfriend, after he inserts it and all it somes to a point where it is almost like it will NOT go any further. It's like his penis is hitting a wall of some sort and it really hurts. I am very relaxed before we start so the initial penetration is not a problem at all, it's just that there is something stopping his penis from going all the way in. what is causing this and what can I do about this?