Buccaneer to win the Manchester Cup, which lost. He played the roulette tables at Cannes and Monte Carlo, which he wrote about in his autobiography My Gamble With Life. By 1896, he had lost everything and was declared bankrupt, which led to the family silver, gold and silver plate being sold at a three-day auction in Edinburgh. In 1902, he lost £310 while playing poker. In 1903, he was in Court for refusing to pay a $150 draft. In 1908, Rosslyn and Sir Hiram Maxim were in the news for a gambling duel in Monte Carlo to "break the bank". Personal life On 19 July 1890, Lord Rosslyn was married to Violet Aline Vyner (d. 1945), the second daughter and co-heiress of Robert Charles de Grey Vyner of Gautby Hall and Newby Hall by his wife Eleanor Shafto (a daughter of Rev. Slingsby Duncombe Shafto). At their wedding the Prince of Wales, later Edward VII, proposed the health of bride and groom. Lord Rosslyn was a close friend of the Prince who became godfather to his son. Before their divorce in 1902, they were the parents of: Lady Rosabelle Millicent St Clair-Erskine (1891–1956), who married Lt. David Cecil Bingham, second son of Maj.-Gen. Hon. Sir Cecil Edward Bingham (second son of George Bingham, 4th Earl of Lucan) in 1912. After he was killed in action in 1914, she married Lt.-Col. John Charles Brand, eldest son and heir of Maj. Hon. Charles Brand (fourth son of Henry Brand, 1st Viscount Hampden), in 1916. Francis Edward Scudamore St Clair-Erskine, Lord Loughborough (1892–1929), who was known as "the man who broke the bank at Monte Carlo". He married Margaret Sheila Mackellar Chisholm (d. 1969), a daughter of Harry Chisholm in 1915. They divorced in 1926 and she married Sir John Milbanke, 11th Baronet in 1928. They also divorced and she married Prince Dmitri Alexandrovich of Russia in 1954. She was one of a series of society beauties photographed as classical figures by Madame Yevonde. After their divorce, Lady Rosslyn married the English race car driver Charles Jarrott in 1903 (they were the parents of director Charles Jarrott). On 21 March 1905, he was married to an American actress, Anna Robinson (d. 1917), the second daughter of George Robinson of Minneapolis, Minnesota. They divorced in 1907 and Anna later died on 4 October 1917. His third marriage took place on 8 October 1908 to