Can you all hang out as a group before prom? You can get to know him a bit without it being so awkward. If you like him and like the idea of going to the prom with him, then go for it and have a good time. Asking him about his school, plans for college, and what he likes to do outside of school will probably lead to things you have in common and spark a more natural conversation. If you get to know him a little better and decide you don’t want to go to the prom with him, that’s absolutely fine. My senior year I went to prom with a guy I wasn’t all that crazy about. It was still fun, but not as fun as my junior year when I went with some of my friends who also didn’t have dates. Prom is supposed to be fun, not stressful. Do it the way you want, no matter what anyone else says.