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I also was unable to have an orgasm with my boyfriend (now my ex-boyfriend), but after a lot of talking and trying, I finally had one with my current boyfriend. I think that just sitting down and talking to him about your concerns and feelings, like Brandye suggested, is really important. If you put a lot of pressure on yourself to have an orgasm with him, the more stressed out and upset you'll probably be if you don't get there. Talk to him, relax, and enjoy. It will happen for you at some point, although not necessarily with him.
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