Entry in the USA on an expired visa? Well I had no trouble a few years ago.I was coming into the US from Canada on a UK passport, I'd had an (old) entry permit stamp which, I was told at the time would be valid for the life of the passeport, on trying to get into Michigan, I was told it was invalid after all this time. Entry to the USA took about 15-20 mins and cost me less than US$ 10 (oh, and a vehicle search), but, apart from a little inconvenience, I made it into America with very little trouble. I suppose it depends what colour your passeport is, what condition international relations/security are and how busy the staff are (I certainly wouldn't like to try getting in on out of date paperwork these days).
Regards
Walrus