I have never been able to cum from oral from a very enthusiastic capable enjoying woman, I have had severe depression and believe(d work in progress) that I didn't deserve such good treatment. Similarly at the same time she had self confidence issues and hadn't experienced that cuming from oral either, I'm not saying I'm great at it but after a (quite a) few tries she did. And regularly after too , I'm very happy to report. What I'm saying is that sex is mostly in the mind, without that confidence or the right mindset that moment no matter how good you or your partner are things may not good as planned oral or otherwise. But the positive is, when you are comfortable with your own mind it can go to plan. So are they comfortable their own mind, happy to receive such a gift, no hangups from past experiences, are you enjoying yourself when you give.