It was in 1203 that King John granted the manor of Cuddington to William St. Michael, whose descendants changed their name to that of the family seat. Sir Simon Cuddington, Ralph’s father, was an extremely influential local figure. He served two terms as sheriff and one as escheator of Surrey and Sussex, sat on many royal commissions and represented Surrey in at least 11 Parliaments.
Not much evidence has survived about Cuddington’s career during the years immediately after he succeeded his father. He obtained a royal pardon in February 1382, but there is no reason to suppose that this was any more than a formality. He was returned to Parliament for the first time in 1391, having gained some experience of local government as a tax collector, and in February 1393 he was distrained for failing to accept the knighthood for which he was qualified as a landowner. The MP’s association with Laurence Cuddington (who lived in the same part of Surrey and may well have been his stepbrother) continued after their eventual eviction from the manor of Wappingthorn. In 1402 they shared the farm of the Sussex estates confiscated from Thomas, duke of Norfolk; and four years later they entered joint obligations in £33 payable to John Clitheroe, the future bishop of Bangor.
Cuddington died in the autumn of 1421, possibly after a long period of ill health, and was buried at the church of St. Mary, Cuddington. His wife, Alice (or Amy) and his friend, Nicholas Carew, acted as his executors, together with his eldest son, Simon. The latter died within the next seven years and was succeeded by his younger brother, Thomas, who also inherited property in the Sussex village of Shipley from his sister, Agnes.
