Have you ever asked him exactly what it is he is looking for to qualify that you are enjoying yourself? Is there some specific response, verbal or nonverbal, that he expects to see/hear from you in order to validate said enjoyment? I mean, good for you that you have someone concerned with your sexual pleasure in your life. There are plenty of people who could report very different circumstances. So, thank him for being so concerned. Then, tell him in a very calm way how his behavior makes you feel. If you find this concern to be “nagging,” does he know that? If he did, would he persist?
There are various levels of enjoyment when it comes to sex. I am a firm believer that we can have a good time and maybe not everyone (or no one) orgasms. Yet, the activity itself was still pleasurable. The pressure to orgasm for both parties can become intense and distracting to the point of negating the ability to orgasm. So why do that to yourself or your partner? Let him know that the pressure you experience to display sexual pleasure interferes with your ability to actually experience it.
Also, offer suggestions that he may find helpful to assist you in this endeavor. For one, what he is looking to see you do or say. Beyond that, if he feels the need to be verbal during sex, could he be saying more evocative things that would enhance your experience? Maybe he could be asking more specific questions instead of if you are you enjoying yourself, but rather if you like when he does X or would you prefer Y? When all else fails, you could just sit on his face to keep him otherwise occupied.
