John was clearly the husband of Ellen who left her Will in 1498, but I wonder if the two daughters he names (Isabel and Benedicta) were born to her or a different wife since she (Ellen) doesn't name them.
He also mentions "Alice Peryn" and Marion Peryn", do you think these are the same Alice and Marion who are mentioned in Ellen's Will? Clearly from both Wills there is a link with the Peryn family.
I wonder who the "Thomas Assherst of Kingesnoth" is? I suspect he might be a brother, what do you think? The "Henr(y) Assherst" mentioned near the end of the last extract could be a relative as well.
From the wills as seen so far ...
John Assherst had at least 4 children (William, John, Isabel and Benedicta).
His wife Ellen had at least 3 children (John Peryn, Marion Peryn and Alice Peryn).
My guess is that both John Assherst and Ellen had been married before (Ellen to a Mr Peryn), and that all the children named here were from those previous marriages. But its only a guess, and there may be other scenarios.
There are no clues here about the relationships of Thomas and Henry Assherst they could be brothers or cousins or ...
I agree, John and Ellen had clearly been married (to someone else) before. Could Ellen have been married to the Mr Peter Peryn mentioned in one the Wills? I am cross referencing the Wills for any clues.
I suspect that John was previously married to a woman named Isabella or Benedicta, but that's only based on the names in his Will.
I've noticed that there are a lot of mentions of connections to Kingsnorth in and Rodmersham in the Wills. There are 5 Assheherst (or Ayssherst) in Kingsnorth including a Richard in 1464 and one in 1540, and a Thomas Ayssherst in 1473. On top of this there are two Asherst (or Assheherst) wills in Great Chart.
Rodmersham is mentioned in Ellen's Will and I've found three possible leads. There is an Act for John Peryn (1509) and two Wills, Richard Peryn (1474) and William Peryn (1482)
As we know John mentions "Thomas Assherst of Kingesnorth" as one of his executors. It's possible he is related to the Asshehersts in the above Wills.
Next time I get a chance to look at the Wills I'll see if these provide any helpful clues.
Matt