Hello D.
You pose a very interesting question and to be honest, I don't "think" I have the answer just yet, but two heads are better than one as they say, so perhaps between the two of us, we can sort these Stewart's out!
I have John Stewart's Lord of Lorn's painting. If you would like a copy, please send me your e-mail address.
We believe (but cannot prove) that our line came via him probably from under someone else's bed sheets at the time.
Using Scottish naming patterns, the following tree fits that pattern:
1/. Alexander Stewart "Wolf of Badenoch" c. 1370 to 1406
His eldest son was Alexander of Mar who died in 1435. He married a Isobel who was the countess of Mar, hence his title.
2/. James Stewart 1st Earl of Buchan 1447-1499 known as "Hearty James". His son was born to his mistress Margaret Murray, named
3/. Alexander Stewart 2nd Earl of Buchan 1468 to 1505 with wife unknown had issue:
4/. James Stewart 3rd earl of Buchan 1492-1547 with wife unknown had issue:
5/. James Stewart. Master of Buchan and Earl of Traquair. He married Christian Strang of Fife. They had issue:
6/. James Stewart b. 1604. Alexander Stewart b. 1606. Margaret Stewart b/d unknown and Isobel Stewart, who died young.
My own line is filled with James’s, Alexander’s, Isobel’s, Margaret’s and John’s (Gaelic is Ian)
Regards,
Charles.