Marriages and Issue
On 4 January 1562, Jean was married to John Stewart, an illegitimate son of King James V of Scotland by his mistress Elizabeth Carmichael. The wedding was celebrated at Crichton Castle and the gaudy festivities afterwards were hosted by her brother, the Earl of Bothwell. Queen Mary attended the wedding along with her other illegitimate half-brother and chief adviser James Stewart, Earl of Moray. Thomas Randolph heard there was 'much good sport and pastimes.' John Stewart was created 1st Lord Darnley that same year and was also made the Commendator of Coldingham. One son was born to the marriage:
- Francis Stewart, 1st Earl of Bothwell (December 1562- 4 November 1613 Naples, Italy), married Lady Margaret Douglas, daughter of David Douglas, 7th Earl of Angus and Margaret Hamilton, by whom he had six children.
John Stewart died in November 1563, leaving Jean a widow. On an unknown date she married secondly John Sinclair, Master of Caithness, by whom she had four children:
- George Sinclair, 5th Earl of Caithness (c.1566- February 1643), married 29 July 1585 Lady Jean Gordon, daughter of George Gordon, 5th Earl of Huntly and Lady Anne Hamilton, by whom he had five children.
- Sir James Sinclair, married Elizabeth Stewart, by whom he had four children.
- Sir John Sinclair (died after 21 December 1627), married Janet Sutherland, by whom he had one son.
- Marie Sinclair (died after 20 February 1582), married Sir John Home.
In 1567, following the Earl of Bothwell's abduction of Queen Mary to Dunbar Castle where he held her in captivity until she agreed to marry him, Jean served as one of the queen's companions along with Janet Beaton, Bothwell's former mistress, and her sister, Margaret Beaton, Lady Reres. The queen was very fond of her former sister-in-law Jean, and gave her presents of a sequined crimson petticoat and a taffeta cloak. Shortly afterwards on 15 May, Queen Mary's disastrous marriage to Bothwell took place, making Jean Hepburn once again the sister-in-law of the queen.
On 8 October 1573 at Edinburgh, a Tack was made to Jean of the lands and barony of Morham which had originally belonged to her mother, and had been forfeited to the Crown subsequent to her brother Bothwell's attainder for treason.
Jean and her second husband were divorced on 17 July 1575. He died in September 1575 in captivity after being imprisoned by his father following a quarrel. In 1578, Jean married her third husband, Archibald Douglas, Parson of Douglas, a Senator of the College of Justice, and Ambassador to Queen Elizabeth I of England. He was one of the confederation of lords who had conspired at the assassination of Henry Stuart, Lord Darnley and was present at Kirk o'Field the night of the murder. In 1581, upon being forewarned of his impending arrest for his conplicity in Lord Darnley's murder, he fled from Jean's tower-house at Morsham to England. On 21 November 1581, he was forfeited by an Act of Parliament. At his trial on 26 May 1586, he was acquitted of the murder.
Jean died in 1599 at Caithness. Her will was probated on 27 July 1599.
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