So I didn't know exactly which thread to write this under, but it all stems from relationship stuff so I figured I'd go with this one.
I've been dating this guy for almost four months, and everything is absolutely perfect. We met through a mutual friend at school; I just turned 23 and am in my fifth year in college, and he just turned 19 and is a Freshmen. The age gap was a bit funny at first, but now it's not a big issue. Our relationship is so easy, fun, simple, no-pressure and no negatives. We just GET each other. It's hard to explain without making it sound like a fairy tale. And trust me, though I've only been in a few relationships before, I feel like this one is on a totally different level.
Anyways, the reason I am posting is because I am really nervous about our sex life. Now, we've moved slowly with our sexcapades, and we just let things take their natural course. We are both very comfortable with each other, but a few things have concerned me. First off, although it's never specifically come up, I am very much under the impression that he is a virgin. He's told me he's had experiences with a guy or two, but has never mentioned actual anal sex. Now, the problem for me is that I am not a gay guy who's into anal. And if it has ever come to that, I've always bottomed. I'm Asian, and so I unfortunately am not well endowed at all and that is why I gravitated to being a bottom. Definitely a confidence killer, but that's another story. So my main question regarding him being a virgin is, how do I let him explore whether he likes to bottom or top without it being awkward? Especially because of my size, I'm not really capable of topping. Should I get a penis sheath extender if he wants to experience bottoming? Should I have a specific conversation with him about anal sex and just be an open book?
Secondly, I cannot seem to cum when I am with him. Like, the research I've done seems to suggest that I might be suffering from sexual performance anxiety, which I can certainly pinpoint various moments in my past that would perhaps lead to this issue. I think in the past, too, I've put myself in degrading sexual situations and have always wanted to focus on the pleasure of the other guy and not me. With my boyfriend, I have so much fun and am certainly turned on when we are being sexual together. I just can't seem to finish. I have a very sensitive penis, and so blow jobs and hand jobs are sometimes more irritating and painful than pleasurable. But even when I jack myself off with him, I can't finish. When I am alone, though, I have no problem cumming buckets. Is it because I am just used to getting off alone? Should I tell him to maybe try sucking me differently, or stroking me more gently? I don't want to be rude or seem like I'm not grateful.
All of this hasn't caused any tension in our relationship. I just don't want it to get in the way as we move forward. We both want to have a very open and communicative relationship, but is there no way to bring these topics up without it being awkward? Thanks for any suggestions; I've been so nervous and really needed to get this off my chest.
I've been dating this guy for almost four months, and everything is absolutely perfect. We met through a mutual friend at school; I just turned 23 and am in my fifth year in college, and he just turned 19 and is a Freshmen. The age gap was a bit funny at first, but now it's not a big issue. Our relationship is so easy, fun, simple, no-pressure and no negatives. We just GET each other. It's hard to explain without making it sound like a fairy tale. And trust me, though I've only been in a few relationships before, I feel like this one is on a totally different level.
Anyways, the reason I am posting is because I am really nervous about our sex life. Now, we've moved slowly with our sexcapades, and we just let things take their natural course. We are both very comfortable with each other, but a few things have concerned me. First off, although it's never specifically come up, I am very much under the impression that he is a virgin. He's told me he's had experiences with a guy or two, but has never mentioned actual anal sex. Now, the problem for me is that I am not a gay guy who's into anal. And if it has ever come to that, I've always bottomed. I'm Asian, and so I unfortunately am not well endowed at all and that is why I gravitated to being a bottom. Definitely a confidence killer, but that's another story. So my main question regarding him being a virgin is, how do I let him explore whether he likes to bottom or top without it being awkward? Especially because of my size, I'm not really capable of topping. Should I get a penis sheath extender if he wants to experience bottoming? Should I have a specific conversation with him about anal sex and just be an open book?
Secondly, I cannot seem to cum when I am with him. Like, the research I've done seems to suggest that I might be suffering from sexual performance anxiety, which I can certainly pinpoint various moments in my past that would perhaps lead to this issue. I think in the past, too, I've put myself in degrading sexual situations and have always wanted to focus on the pleasure of the other guy and not me. With my boyfriend, I have so much fun and am certainly turned on when we are being sexual together. I just can't seem to finish. I have a very sensitive penis, and so blow jobs and hand jobs are sometimes more irritating and painful than pleasurable. But even when I jack myself off with him, I can't finish. When I am alone, though, I have no problem cumming buckets. Is it because I am just used to getting off alone? Should I tell him to maybe try sucking me differently, or stroking me more gently? I don't want to be rude or seem like I'm not grateful.
All of this hasn't caused any tension in our relationship. I just don't want it to get in the way as we move forward. We both want to have a very open and communicative relationship, but is there no way to bring these topics up without it being awkward? Thanks for any suggestions; I've been so nervous and really needed to get this off my chest.


















