Sex probs x2

Ok so the guy I’m currently fwb with is cool we actually have a good friendship with a nice side of sex every once in awhile. The problem is tho is that his dick is literally like the size of a thick middle finger. He is really on point with fingering and foreplay sex tho and he’s happy with doing that for me without complaint

Problem 1. however when he wants penetration I literally can feel nothing and I feel bad and he’s like I’m sorry it doesn’t feel as good I know. And I’m like omg I don’t even know what to say to him when he says that. What do I do 😭

Problem 2. He isn’t big enough for condoms to stay on properly and I feel like when he cums he might like accidentally slip out of the condom and the cum will go inside of me on accident!! What do I do about that without making it all about the size of his dick?!?