"W.B." was born in November of 1856, probably in Itawamba County, Mississippi.  He was one of the oldest children of Jacob Kuykendall Webb and his mother was probably Martha A. Hogan (or Hoglan).  His father and mother were both about 26 years old.  

Though he was born in Mississippi, by 1860, his parents had moved on west to Arkansas.  He is found in Hempstead, Arkansas on that census at the age of three, and it is there that we see what the "W." stands for in his name.  The rest of the time it's just given as an initial.  At some point not too far after 1860, his mother seems to have passed away, somewhere in Arkansas most likely.  His father remarried at some point around 1870.  After all, Jake did have a number of small children and it was not surprising that he would marry relatively quickly after his wife died.

We have not found them in 1870, but W.B. would be about thirteen years old, and the family is probably still living in Arkansas somewhere.  

About 1879, somewhere in Arkansas, W.B. married a girl named Eulalia, who was born in February of 1862, about six years his younger.  He was about 23, and she was about 18.  The next year, the young couple are found on the 1880 census in Conway County, Arkansas:

1880 Conway County, Arkansas Census
Point Remove; Page 316A
Webb, W.B. Head Md M W 22 Farmer MS MS MS
Webb, Eulalie Wife Md. F W 18 Keeping House AR Unk. AR

I cannot find anyone else around them who looks familiar.  They may have been living near her parents, but I don't know their names.  Just a few years later, they had their first child, a girl named Nanny E. Webb, born in January of 1884.  They had Ida in 1886 and another girl, Elizabeth "Bessie" Webb, in January of 1890.  In 1892, they had their first son, Clarence E. Webb, and then another child who died young.  On February 7, 1896, they had a son whom they named after W.B.'s father, Jacob Kirkendall Webb.

 Shortly after this, they were found on the 1900 census in Yell County, living next to W.B.'s dad, Jake:

1900 Yell County, Arkansas Census
Galley Rock Township; Page 144A; Household #145/149
Webb, Berry W. Head W M Nov. 1856 43 Md. 19 years MS Unk. Unk. Farmer Can read and write, Owns farm free of mortgage
Webb, Eulalia Wife W F Feb. 1862 38 Md. 19 years 5/6 children living AR AR TN Can read and write
Webb, Nanny E. Dau. W F Jan. 1884 16 Single AR MS AR Can read and write
Webb, Ida Dau. W F July 1886 13 Single AR MS AR Can read and write
Webb, Bessie Dau. W F Jan. 1890 10 Single AR MS AR Can read and write
Webb, Clarence E. Son W M Nov. 1892 7 Single AR MS AR Can't read or write
Webb, Jake K. Son W M Feb. 1896 4 Single AR MS AR Can't read or write
Owensby, Frank Servant W M Nov. 1875 24 Single
Buckner, Lathe Servant W M Feb. 1880 19 Single

They are also found with the same information on the 1900 Soundex for Arkansas.  It is at this point that we lose track of W.B.  We do not know when he or Eulalia passed away, or even where they were living in their old age.  If anyone out there knows more about them, please contact me!!

Nanny E. Webb (md. ?)
     Nanney was born in January of 1884 in Arkansas. She was still living with her parents at age 16 in 1900, but we lose her after that. 

Ida Webb (never married)
     We have found Ida, apparently never married, in a cemetery in Yell County.  She was born on July 19, 1886, in Arkansas, and passed away at the young age of 22, on June 27, 1909.  She is buried in the Harris Cemetery in Cordon Bottom, Yell County, Arkansas.

Elizabeth "Bessie" Webb (md. ?)
     We don't know anything else about Elizabeth other than that she lived to be at least ten years old, on the 1900 census. We don't know what happened to her after that.

Clarence E. Webb (md. ?)
     We also don't know anything else about Clarence other than that he was born in November of 1892.  We lose him after 1900 as well.

Unnamed Webb (died young)
     .Just a guess on the dates, but possibly born between Clarence and Jacob, since there is a bigger gap between 1892 and 1896 than exists for some of the other children.

Jacob Kirkendall Webb (md. Jeanie Migon)
     Jacob was born on February 7, 1896, in Arkansas.  He married Jeanie Migon, who was born on December 22, 1894.  She passed away on September 17, 1969, and he died just a few months later, on December 22, 1969.  They are buried in the Hundley Family Plot, which sits on the Yell-Conway County line in Arkansas.  It is not known if they had children or not.