Marriage source:
http://www.arkansasgenealogy.com/lawrence/marriages.htm

In 1840 he was in Ripley Co., Mo., p 336:
Benjamin Huddleston 00001 - 00001
1 male - 20-30 [Benjamin-23]
1 female - 20-30 [Elizabeth-20]

Oregon County, Mo. Marriage Records 1845 thru 1885:
HUDDLESTON, Benjamin A. & Rodina DARBY - 2 Jun 1847

1850-1900 censuses they were in Oregon Co., Mo (at same location)

1850 Oregon Co, Mo census:
HUDDLESTON, Benjamin A. 33 M Farmer Tennessee
. . . . Rodicy 22 F Alabama
. . . . Lucy - 9 F Attended School Missouri
. . . . Jessie - [8] M Attended School Missouri
. . . . Mary A. - 4 F Missouri

Jan 3, 1856 he bought 55 acres.
See - http://www.glorecords.blm.gov/PatentSearch/Results.asp?QryId=83675.2

Oregon County, Missouri Deed Abstracts 1845-1868,
Benjamin A. and Rodicey Huddleston of Oregon Co. to George Halfacre of the
same place 13 Aug 1859 $400 NE 1/4 and NE 1/4 of SE 1/4 Sect 10 T24N 200
acres. signed Benjamin A Huddleston, Rodicy Huddleston in presence of:
Alpha O. Bellaha, GW Thomas, JW Griffith, clerk, by BF Stewart, DC filed 13
Aug 1859 Rec: 9 Jan 1860 MG Norman, clerk.

1860 Oregon Co census, p 206
Huddleston, B. A. 43 Tn
. . . . . Rhodicy 32 Tn
. . . . . Jesse 18 Mo
. . . . . Mary 14 Mo
. . . . . William 8 Mo
. . . . . Abraham 5 Mo
. . . . . Nancy 10/12 Mo
Hurst, Lucy 20 Mo [daughter]

1870 MO census: Oregon Co, Jobe twp, PO Alton, p 39 (orig 76)
Huddleston, B.A. - 54, Tenn
. . . . . Rhodiny - 43, Ala
. . . . . William - 17, Mo
. . . . . Abram - 15, Mo
. . . . . Nancy - 11, Mo
. . . . . John - 9, Mo
. . . . . Rufus - 6, Mo
. . . . . Manda - 3, Mo
. . . . . Tennessee - 4/12, Mo

1880 Oregon County census, p10 Moore Township
HUDDLESTON, Benjamin - Farmer m M 63 TN TN VA
. . . . . Rodica - Wife, KpHse m F 52 AL SC AL
. . . . . Rufus R. - Son, wrks on farm s M 15 MO TN AL
. . . . . Lewis - Son M 10 MO TN AL
. . . . . Manda - Dau F 12 MO TN AL
. . . . . Nancy C. - wrks at home F 20 MO TN AL
CARTER, John - Grandson M 1 MO MO MO [son of Nancy]

In 1900 he was living with son Rufus in Oregon Co, Moore twp:
Huddleston, Benjamin, father, born Feb 1817, TN, age 83, widowed, father born Maryland, mother VA

The South Missourian newspaper, Oct 9, 1902:
"Uncle Ben Huddleston, living near Thomasville, was in town Monday attending court. Uncle Ben will be 86 years old in Feb. 1903. He has lived in this county ever since he was 4 years old, making 82 years; that is, he lived in the same house when this county was part of Wayne, part of Ripley, and cut off and made Oregon. He has 16 children, 73 grandchildren and 33 great-granchildren, and looks like he might live to see a genreation or two of great-great-grandchildren."

He died at 87 years old.
The Oregon County South Missourian newspaper, June 25, 1903, has this article about Ben:
"Uncle Ben Huddleston, whilst not the oldest man living in the county, has lived in the county longer than any other person. He lived in the same house first when this was Wayne County, second Ripley County, and then Oregon County in 1845. Having lived in the same house on the same ground in 3 different counties. He was born 10 Feb. 1817 in Smith county, Tenn. His father settled here Oct 6, 1821 on Eleven Point River 3 miles below Thomasville. Mr. Huddleston is the father of 16 children, 5 boys and 3 girls are living. He has 74 grandchildren and 34 great-grandchildren. Uncle Ben is a man after the president's own heart. He has lived, multiplied and replenished the earth..."

• Married: 25 AUG 1839 in Lawrence Co, Ark

1. Lucy Jane HUDDLESTON b: 1840 in Ripley Co, MO
2. Jesse HUDDLESTON b: 1841 in Ripley Co, MO
3. Mary Angeline HUDDLESTON b: 1846 in Oregon Co, Mo

• Married: 2 JUN 1847 in Oregon Co, Mo

1. James William HUDDLESTON b: FEB 1852 in Oregon Co, Mo
2. Abraham Martin HUDDLESTON b: 30 MAY 1853 in Oregon Co, Mo
3. Nancy C. HUDDLESTON b: ABT 1859 in Oregon Co, Mo
4. John R. HUDDLESTON b: ABT 1861 in Oregon Co, Mo
5. Rufus M. HUDDLESTON b: 19 MAR 1865 in Oregon Co, Mo
6. Amanda HUDDLESTON b: SEP 1868 in Oregon Co, Mo
7. Tennessee Lewis H. HUDDLESTON b: 1870 in Oregon Co, Mo