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Diana, Goddess of the Hunt for Ancestors!
 
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Elizabeth TRIMBLE
John A. BOOKER
John OSBORN
Benson JEWELL
Wife:  Elizabeth TRIMBLE
Birth:  1802/3 (possibly earlier), KY 
Father:  James TRIMBLE
Mother:  Sarah HINTON
Marriage-1:
Husband-1:  John A. BOOKER
Birth:  21 Jan 1796, Jefferson Co., KY
Death:  15 Feb 1844, Knox Co., IN
Father:  Jacob BOOKER
Mother:  Elizabeth CRIST

Elizabeth and John are said to have married ca. 1826, but if so, then the first three children are John's by a former marriage.

Marriage-2:  27 Jul 1848, Sullivan Co., IN
Husband-2:  John OSBORN
Other Spouse:  m1. Ms. __?__
Other Children:  Isaac OSBORN, b. 1833/4, IN; Thomas OSBORN, b. 1825/6, IN
Marriage-3:  ca. 1861
Husband-3:  Benson JEWELL
Birth:  of IL
Children with John A. BOOKER:
1.  (Son A) BOOKER, b. 1815-20
2.  (Daughter A) BOOKER, b. 1815-20
3.  (Daughter B) BOOKER, b. 1820-25
4.  Cassandra BOOKER, b. ca. 1826-30; m1. 8 Jan 1846, Knox Co., IN, George WOLFE; m2. ca. 1847, Sulilvan Co., IN, William PIFER
5.  Levi BOOKER, b. ca. 1826-34; m1. 8 Jan 1852, Sullivan Co., IN, Saphronia MURPHY; m2. ca. 1870, Sullivan Co., IN, Mrs. Mary BOOKER
6.  Sarah BOOKER, b. 1839/40, IN; d. 30 Sep 1870, Knox Co., IN
7.  Eliza Jane BOOKER, b. 1843/4, IN

Sarah BOOKER is said to have had these marriages:  m1. 26 Nov 1844, Sullivan Co., IN, Andrew McCLURE; m2. ca. 1846, Sullivan Co., IN, Samuel BOND,
which are obviously impossible given her age.

Children with John OSBORN:
probably none, given Elizabeth's age
Children with Benson JEWELL:
certainly none, given Elizabeth's age
Keywords for search engines:  genealogy; USA, US, United States, Illinois, Indiana, Kentucky

Sources:

1a.  Census Index:  U.S. Selected Counties, 1830 (Broderbund CD-315):
1830 Booker, John A. IN Sullivan Co. p. 177

1b.  Family Quest Archives:  Indiana Federal Census 1830:  Fayette, Lawrence, Gibson, Sullivan, Boone, Vermillion, Hamilton, Rush, Martin, Madison, Allen, Pike, Decatur, St. Joseph, and Elkhart Counties.  Heritage Quest CD M19-26 (extracted by Diana Gale Matthiesen):
1830 IN Sullivan Co. p. 177A John A Booker 101 001 - 111 010
These data indicate:
No. & Sex  Age Class Therefore Born Individuals Inferred
1 male 4 or under 1825-1830 = Levi 
1 male 10-14 1815-1820 = Son A
1 male 30-39 1790-1800 = John (b. 1796)
1 female 4 or under 1825-1830 = Cassandra
1 female 5-9 1820-1825 = Daughter B
1 female 10-14 1815-1820 = Daughter A
1 female 20-29 1800-1810 = Elizabeth (b. 1802/3)
Elizabeth is very young to have had the older children, though it's not impossible, especially if she was fibbing about her age in the 1850 Census.  Middle-aged women lied about their age more often than not, especially widows seeking to remarry.

2.  Census Index:  U.S. Selected Counties, 1840 (Broderbund CD-316):  not in Sullivan Co., IN.
1840 Booker, John A. IN Knox Co. p. 85
This is probably our subject (Knox Co. is adjacent to Sullivan Co.).

3.  1850 Census Index/Microfilm (online at GenealogyLibrary.com):  District 106, Curry Township, Sullivan Co., p. 268, 4/4, enumerated 5 Aug 1850 (extracted by Diana Gale Matthiesen):
John Osborn 63 M Farmer 2500 Ky
Elizabeth 47 F     Ky
Sarah 10 F     Ind
Eliza Jane 6 F     Ind
Isaac 17 M C.S.   Ind
Thomas 24 M C.S.  800 Ind
Sarah and Eliza Jane are Elizabeth's children with her former husband.  Isaac and Thomas must be John's children by an earlier marriage.

4.  LDS.  Family Search: Internet Genealogy Service:  AF - Ancestral File (online at FamilySearch.org).

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