John of Gaunt return for a large annual payment and the marriage of their daughter Catherine to John of Trastámara's son Henry. John left Portugal for Aquitaine, and he remained in that province until he returned to England in November 1389. This effectively kept him off the scene while England endured the major political crisis of the conflict between Richard II and the Lords Appellant, who were led by John of Gaunt's younger brother Thomas of Woodstock, Duke of Gloucester. Only four months after his return to England, in March 1390, Richard II formally invested Gaunt with the Duchy of Aquitaine, thus providing
John, King of England to the throne of England. The uncertainty about what would happen after Henry's death continued to grow; Richard was keen to join a new crusade and remained concerned that whilst he was away Henry would appoint John his formal successor. Richard began discussions about a potential alliance with Philip II in Paris during 1187, and the next year Richard gave homage to Philip in exchange for support for a war against Henry. Richard and Philip fought a joint campaign against Henry, and by the summer of 1189 the king made peace, promising Richard the succession. John initially remained loyal to