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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 am a virgin, and I really want to lose it myself before I actually have sex because it is embarassing that I still have my virginity and i'm 18. But everytime that I masterbate or try to "pop my cherry" about like 3 inches into my vagina there is like a "sheet" of skin that is hard to push through, I am not sure if it is something you are supposed to push through, or it's my "cherry", I just don't want to hurt myself breaking something I am not supposed to.
My boyfriend and I were feeling very heated last night, so he decided to finger me. I was fine with that, obviously, because he asked if I wanted it and I said yes. We've decided we want to have sex but are both worried about the pain. And last night, he wanted to explore, and I told him go ahead. He tried to stick his finger in "the hole" and it hurt, very badly. I'm a pretty tight girl, and he had trouble getting even his pointer finger in. Now, it's the next morning and it's still a little achy. Did I get my "cherry popped"? Is my first time with him going to hurt badly because I'm so tight? I'm nervous, help!
I have a rather embarassing question but I really need help. When having anal sex with my boyfriend, after he inserts it and all it comes 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?