Random Notes
I haven't confirmed where the middle name Neil came from.
There is a big gap between fourth and fifth child possibly due to the civil war which ran 1861 to 1865.
Census
Second Marriage to Jane Middlecaff
Wesley N Simmons to Jane A. Middlecaff
I G W Milligan an acting and duly commissioned
justice of the peace in and for the county of Law-
rence in the State of Arkansas do hereby certify that
on the 7 day of July AD 1868 at the county of
Lawrence in the State of Arkansas I did duly join
in marriage Wesley N. Simmons of said county
and State aged 33 years and Jane A Middlecaff
of said County and State aged 28 years and then
there declared them to be husband and wife.
Given under my hand this 7th day of July
AD 1868 G W Milligan, J. P.
Filed July the 13th and Recorded July 20th 1868, etc.
"Arkansas Marriages, 1837-1944," database, FamilySearch (https://familysearch.org/ark:/61903/1:1:FQRZ-NZV : 10 February 2018), Wesley N. Simmons and Jane A. Middlecaff, 07 Jul 1868; citing Lawrence County, Arkansas; FHL microfilm 1,290,703.