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Story : Billy Madison is the 27 year-old son of Bryan Madison, a very rich man who has made his living in the hotel industry. ****/44H20RX Wow, those middle schoolers sure were invited to a ton of parties!Watch Billy Madison 1995 in full HD online, free Billy Madison streaming with English subtitle1. YOU HAVE BEEN WARNED! Billy Madison is a mentally ill, nudie magazine-addicted manchild, that has to go back to school and complete all 12 grades. Karthik Calling Karthik. at Starz.