The 50 Ugliest Moments in Sports

Dino Ciccarelli

Few players spend time in jail for their missteps on the ice, but that’s exactly what happened in January 1988 when Dino Ciccarelli attacked Maple Leafs defenseman Luke Richardson with his stick. Ciccarelli was convicted of assault, fined $1000 and sentenced to a day in jail. (AP Photo/Bill Janscha)

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