Advice

My boyfriend and I were both virgins until we had sex and at first he came in just a couple minutes and I never orgasmed unless we went a few rounds. After a few months he obviously has started to last longer. There have been days I’ve had up to 10 orgasms and he only came once. I’ve tried to talk to him to see what I can do differently, if there’s anything he wants to try, and asked what his turn ons are but he always just says he doesn’t know. I think he may be worried I would judge him (I most definitely would not). He finally told me he wanted to try anal (something I was very against for a long time) and I agreed, but when we tried he couldn’t get it in. I feel super bad that I’m always left more satisfied than he is and that when he finally told me what he wanted we couldn’t do it. Any advice on how I could satisfy him more or any different positions other than me riding him, missionary, and doggy style? ( keep in mind I’m fairly new to the sex world so I don’t know much)