22. Edward IV Had Enough of His Brother
As to the wishy-washy George, Duke of Clarence, he continued to demonstrate his ingratitude to his elder brother. Understandably, that irked Edward IV, who had made his younger brother a duke in the first place, then made him Lord Lieutenant of Ireland at age of 13, only to see his generosity get repaid with multiple conspiracies. When the Duke of Clarence was caught conspiring once again, an exasperated Edward finally had enough.
The king imprisoned his younger brother in the Tower of London, and tried him for treason, personally conducting the prosecution before Parliament. George was convicted, attainted, and sentenced to death. On February 18th, 1478, the Duke of Clarence was executed by getting dunked into a barrel of Malmsey wine, and forcibly held under until he was drowned.