Smiling Knight

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The Smiling Knight was an infamous outlaw of the equally infamous Kingswood Brotherhood. He was thought to be insane, but was also a deadly swordsman. Jaime Lannister recounts that the Smiling Knight was his generation's Gregor Clegane in terms of men's eagerness to best him in combat. At some point during his career he killed Ser Victor Tyrell, cousin of Lord Mace Tyrell of Highgarden. Ultimately the Smiling Knight was killed in a clash with the Kingsguard. During the combat, the Smiling Knight briefly crossed swords with Jaime Lannister, but the future kingslayer held him off. Arthur Dayne next fought an extended exchange with him until the Smiling Knight's sword broke. Dayne paused the fight and allowed the outlaw to take a fresh sword. The Smiling Knight did so, but remarked that it was Dayne's famous sword Dawn that he truly desired. Dayne told the Smiling Knight to try and take it. In their second exchange, the Smiling Knight was killed.