A Knight’s Tale (2001)

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Peasant-born William Thatcher (Heath Ledger) begins a quest to change his stars, win the heart of an exceedingly fair maiden (Shanynn Sossamon) and rock his medieval world. With the help of friends (Mark Addy, Paul Bettany, Alan Tudyk), he faces the ultimate test of medieval gallantry — tournament jousting — and tries to discover if he has the mettle to become a legend.
Sources: IMDB, Wikipedia