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I used to have the same issue. My first few times having sex I never climaxed. The same still happens if I sleep with a random girl, or one I'm not totally comfortable with (as in not knowing them so well). It simply seems my subconscious won't let me relax or be comfortable enough to fully release. Whether your boyfriend has the same problem (this is also directed to Durrence) I do not know, but it may be a matter of being at ease in every sense of the word.
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