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Kingston married firstly, before October 1524, Dorothy Harpur, the daughter of Robert Harpur, and secondly, by 1537, Mary Gainsford, widow of Sir William Courtenay (d.1535) of Powderham, and daughter of Sir John Gainsford of Crowhurst, Surrey.
The match was marked by some magnificent Scottish tackling in which the mid-field of Laughland, Eddie McKeating (Heriots F.P.), and George Stevenson (Hawick) set a superb example, that deprived a South African threequarter line comprising Janie Engelbrecht, Ian Kirkpatrick, John Gainsford and Hennie van Zyl of a try; some feat considering that those four contributed 38 tries during the tour.
Sir Anthony Kingston, who married firstly, before October 1524, Dorothy Harpur, the daughter of Robert Harpur, and secondly, by 1537, Mary Gainsford, widow of Sir William Courtenay (d.1535) of Powderham, and daughter of Sir John Gainsford of Crowhurst, Surrey.
Anne Gainsford was born on an unknown date in Crowhurst, Surrey, England, a daughter of John Gainsford by his second wife, Anne Hawte, the daughter of Richard Haute (d. 8 April 1487) and Elizabeth Tyrrell, widow of Sir Robert Darcy (c.1420 - 2 November 1469) of Maldon, Essex, and daughter of Sir Thomas Tyrrell (d. 28 March 1477) of Heron in East Horndon, Essex.
After the death of Sir William Courtenay of Powderham in 1535, Kingston married his widow, Mary, daughter of Sir John Gainsford, and left Gloucestershire to reside at Chudleigh, Devon, which, with Honiton, belonged to his wife's jointure.