All very interesting. Seems to be a definite possibility. A few comments.
My Mary, according to later census records, was born about 1812. This would make her about 18 in 1830.
I have a document from Albemarle Co that is dated the same day as the marriage bond, May 3, 1830. It reads "Mary Esque orphan of John Esque, dec'd having by letter made choice of James Falwell as her guardian he therefore entered into bond and Security as the law directs."
James Falwell is on the short list for possible parents for Samuel Falwell. I am fairly certain that Samuel and William Falwell were brothers. I think that Alpheus was the son of William.
I'm not sure if the first Mary Askew was the widow of John Esque. A very interesting possibility. Do you know what became of this Mary. I think this Mary moved to Fayette County, Tennesse with Samuel and his Mary. There is a marriage record in Fayette County. There was a Mary Falwell who married Needham Horton in Fayette County on May 13, 1840. From the Somerville Reporter: Saturday, May 16, 1840, "MARRIED - In this county on Wednesday the 13th inst. by the Rev. Wm. Wamble, Mr. Needham HORTON aged 52 years, to Miss Mary FOLWELL, aged 51 years. We cannot but acknowledge the receipt of a fine slice of the Bride's cake. The happy couple have our best wishes for a long and prosperous union."
Could this be Mary Faris Esque Falwell Horton? I am certain it is not Samuel's Mary. I'm not sure what became of her.
I have another Askew connection that you might find interesting. Samuel and Mary both died fairly young and left 7 or so minor children behind. The appointed Guardian was Benjamin Askew. He raised the children after the death of their parents. I did a little research into his family, but was never able to make a connection. He was a minister. I think his family was from North Carolina, but will have to review my records to verify.
I can email you copies of a few of the above referenced documents. My email is firstname.lastname@example.org
. Look forward to hearing from you. I'm optimistic that we can make some connections.