I've been confused about my sexual attraction to a guy I've liked for the past 2 years. He has always made it clear that he only wants sex from me, but he has no romantic feelings for me, and I've always been confused about how far I've wanted to go with something so unstable. Recently we started our first year at the same college, and I guess with the new freedom and everything I decided that I would try to have sex with him. In that attempt, I just couldn't allow myself to do that, cuz when it started to hurt more and I started thinking about did I want to permanently lose something that I can't have back. But now after the situation I feel like I regret that decision and I want to try again, because I can't stop thinking about it. How can I let him know that? And am I wrong for wanting to have sex with someone who clearly only wants me for sex? And is it bad that I felt uncomfortable discussing what I want to do with him? I've looked around your site, and I see that it doesn't have much information about friends with benefits? Is that because it's condemned?

Hi. I'm 18 years old (female) and I've been talking about having sex with a guy friend of mine. I'm very inexperienced and so I'm pretty nervous about this. I don't want to do it and then regret it later. So I have couple questions i was hoping you could help me out with. First of all, if it's going to be my first time but not his should i have him get a STI test(and should i get one)? I feel a bit awkward asking him to because we're not in a boyfriend/girlfriend relationship - if you have any ideas on how i could bring this up to him that would be great. I don't think he has an STI or anything but obviously i can't be sure. Secondly, since I'm inexperienced in the sex department and I'm a naturally shy person anyway how can i make myself more comfortable during any kind of sex? Thirdly, am I going to bleed all over the place since it is going to be my first time? On your site you have said that the bleeding is pretty light buy I am just wondering. Lastly, is it wrong to have sex with someone you're not in a relationship with? I feel comfortable with him and I know if we had sex it would be because we both wanted to - not because anyone was feeling pressure. Thanks so much for answering my questions! I really love your site - it has such great information!