Thomas became involved in the matter of the marriage between King Henry VIII and Catherine of Aragon in around 1527. The King wanted the marriage annulled on the grounds that it was illegal for him to marry his brother's wife and in so doing allowing him to marry Anne Boleyn. Several experts from Cambridge and Oxford were chosen to rule on this and Thomas was one of the experts chosen. Several years later Thomas met Stephen Gardiner and Edward Fox, two men with links to Henry VIII. The three men discussed the marriage issue and Thomas suggested putting the question to the educational houses of Europe. When Henry found out about this idea he summonsed Thomas to court.