Margaret Stanley was the daughter of Sir Thomas Stanley KG, 1st Baron Stanley, and his wife Joan Goushill.
Estimated birth date: A date of birth for her has not been found. If she was three years younger than her husband, born in 1432, she would have been born in 1435. If born in 1435, she would have been aged 9 at her 1444 marriage settlement, and aged 13 at the actual marriage in 1448, when her new husband was 16. This suggests that her actual birthdate may have been a year or two or three prior to 1435.
1448 First Marriage to Sir William Troutbeck
By settlement dated 17 Dec 1444 (when she was still a minor) she married (1st) Sir William Troutbeck.
Sir William Troutbeck, Knt, as he afterwards became, was twenty-five years of age when he inherited his father’s lands in 1458, having been born on the 20th July, 1432.
He was married in 1448 to Margaret, daughter of Thomas, first Lord Stanley. 
It may be inferred that the 1444 settlement date was not the date of the actual marriage. In 1444, William Troutbeck, born in 1432, would have been 12.
They had three sons and two daughters.
1459 Death of Sir William in battle of Bloreheath
Sir William died in 1459.
He was unfortunately present at the fatal battle of Bloreheath, fought on the 23rd September, 1459, where, in common with so many of the Cheshire knights and squires, he lost his life, when only twenty-six years of age. As Drayton says, in his well-known Pelyolbion, referring to the battle,
Here Dutton, Duton kills; a Done doth kill a Done.
A Booth a Booth; and Leigh by Leigh is overthrown.
A Venables against a Venables doth stand,
and Troutbeck fighting with a Troutbeck hand to hand.
His body was brought to Chester and buried in the chapel in St. Mary’s Church, where the handsome monument...depicting him at full length lying beside his wife, and situated on the south side of the chantry chapel, was most probably erected to his memory. Several Inquisitions were taken after his death in 1460, which refer to his lands in Cheshire, Shropshire, and Hertfordshire, and state that William, his son and heir, was then ten years of age.
1460 Marriage to Sir John Boteler
By dispensation dated 23 Jan 1460 (ambiguous) (3rd and 3rd degrees, i.e. 2nd cousins) Margaret then married (2nd) Sir John Boteler of Bewsey (as his 3rd wife).
They had 1 son, Sir Thomas.
Two of Margaret's children by her 1st marriage would later marry two of Sir John's children by his 1st marriage. Both of these marriages were childless. (PS Query that)
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