RE: how long did it take
I have been shooting a bow since I could walk, but I never hunted with one till I was a teenager. That year I missed a ton of deer. It was nothing like shooting on the range. Awful buck fever didn't help any either. But I did get a little doe later that season. I've been lucky enough to get a deer every bow season I've had a chance to hunt since then.
Don't feel bad about missing a few deer with a bow. Until you break the ice and get the hang of it, it's going to happen. Just keep at it, and after you get that first one, things will become much easier.