1. Jason Lee, the “Pineapple Head”.
Former English footballer Jason Lee is famously known for one of the most peculiar haircuts in the history of football. Lee was a prolific average striker whose career spanned an impressive 21 years, bookended by stints with Charlton Athletic and Ilkeston Town. More important than that however, was his haircut. He earned the nickname “Pineapple Head” in 1994, and also become a laughing-stock among pundits and football fans.
–Toptenslides
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