First off welcome great place for you to get your questions answer and try new things.
Second its your life and your relationship so you do what you think is best, and I'll just give you some advice from someone that's old enough to have been around the block a few times. Take it or leave it, up to you. In a D/S relationship things need to be consensual and the doesn't mean just saying yes because he wants you to. As the dominate in my relationships its my responsibility to keep my partner safe. I may push him/her but being safe is important. As a submissive its your responsibility to be honest and if you are comfortable you need to let him know.
Ok I'm off my soap box. go have fun and enjoy life.
Again welcome.