There are many reasons a woman might not be able to orgasm from oral. But that doesn’t mean she doesn’t enjoy it or that you should stop doing it. Getting oral may help her orgasm faster from regular sex afterward, or she may enjoy the experience of it even if it doesn’t get her off. 

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Orgasms are great, and hopefully she’s having them regularly, but it’s better for you both if you’re not so goal-oriented with sex. Your “challenge” should go beyond just giving her orgasms, as that’s only one part of a sexual experience. Her vibrator probably gives her orgasms, too—but that’s not the same as great sex. 

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Great sex involves teasing, taking your time, switching things up, and surprising her. And I can tell you right now: If you get stubborn about wanting to be the guy who finally makes her come from oral and turn your sex life into marathon clit-licking sessions, it’s going to get tiring for her. Believe it or not, women can feel a lot of pressure to have orgasms just to help a guy feel better about himself. And that pressure can really detract from sexual experiences. 

So make your challenge making her happy—and trust her to tell you you’ve arrived.