The Sworn Sword (mentioned)|
A Feast for Crows (mentioned)
Ser Gwayne fought during the First Blackfyre Rebellion, at the battle of the Redgrass Field in Lord Arryn's van. He dueled with Daemon I Blackfyre for nearly an hour before being defeated. The duel was considered a sight to behold, partly because of the clashing of two Valyrian steel swords against each other. Severely injured from the duel, Daemon ordered Redtusk to bring Ser Gwayne to the rear to see to his wounds.