Louis IX of France
He went on crusade twice, in his mid-30s in 1248 and then again in his mid-50s in 1270.  In 1250, after initial success in his first crusade, Louis's army of 15,000 men was met by overwhelming resistance from the Egyptian army and people.  Louis and his army were captured by Muslims in Egypt. Later that year, they were released.  To be released, he had to give back the land that he had taken over. where he was captured.  After his release from Egypt, Louis spent four years in the crusader Kingdoms of Acre, Caesarea, and Jaffe.  Both crusades were complete disasters;