4. The 'Buxom Wench' Forfeit
Regal has never been afraid to play the fall guy throughout his WWE career, and would often lose matches in embarrassing fashion, or fall for babyfaces' shenanigans during his days as heel Commissioner. No incident, however, has been more downright silly than his feud with 'Pirate' Paul Burchall in 2006. In Februrary of that year, Burchall beat Regal in a match with the stipulation that the loser would have to dress as a 'Buxom Wench'. It was all harmless fun - and the commentators even referred to William as 'Lady Regal' during this period - but still remains a moment WWE would like us to forget, particularly given his current status as a figure of great honour in NXT.