This is different from app server to app server.
Mongrel (at least as of a few years ago) would have several worker processes, and you would use something like Apache to load balance between the worker processes; each would listen on a different port. And each mongrel worker had its own queue of requests, so if it was busy when apache gave it a new request, the new request would go in the queue until that worker finished its request. Occasionally, we would see problems where a very long request (generating a report) would have other requests pile up behind it, even if other mongrel workers were much less busy.
Unicorn has a master process and just needs to listen on one port, or a unix socket, and uses only one request queue. That master process only assigns requests to worker processes as they become available, so the problem we had with Mongrel is much less of an issue. If one worker takes a really long time, it won't have requests backing up behind it specifically, it just won't be available to help with the master queue of requests until it finishes its report or whatever the big request is.
Webrick shouldn't even be considered, it's designed to run as just one worker in development, reloading everything all the time.