Ramsay Bolton

"If you think this has a happy ending, you haven't been paying attention."

- Ramsay, to Theon Greyjoy Ramsay Bolton, formerly Ramsay Snow, was the bastard son of Roose Bolton, who was the lord of the House of Bolton and its ancestral home of the Dreadfort in the North. When the War of the Five Kings started, Ramsay stayed in the Dreadfort until his father ordered him to retake the Stark's castle of Winterfell from Theon Greyjoy and his Ironborn raiders. During the raid, Ramsay's Bolton forces torch the castle's wooden structures, flay the Ironborn holding it and take Theon prisoner. After the Sack of Winterfell, Ramsay sent Theon Greyjoy, now turned into a broken pet called Reek, to Moat Cailin with orders to liberate it from the Ironborn holding it so the Bolton army could return North and take Winterfell as their own.

After Theon negotiated the Ironborn's surrender, on the condition that they will return home in one piece, Ramsay had the surrendering garrison flayed anyway. Despite his father being displeased with his actions, Roose officially presented Ramsay with a document formally legitimizing him as a Bolton and the right to inherit the Dreadfort and his titles.

Ramsay's personality is violent and sadistic as he seems to spend hours in the Dreadfort's dungeons personally torturing his prisoners, both physically and psychologically. He seemed to be fascinated with the Bolton's ancient tradition of flaying, or the act of skinning people alive, and had preformed it on enemies and prisoners extensively.