| Agnes Little (Wife) b. About 1775 in North Carolina
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| Marriage: | ABT 1791 in North Carolina 4 FEB 2006 |
| Children: | |
 Ann Little Pennington b. 1792 in , Wilkes Co., NC
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| Martha Flanary (Wife) b. 20 Dec 1779 in , Wilkes Co., NC
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| Marriage: | 1792 in , Wilkes Co., NC |
| Children: | |
 Phoebe Pennington b. 26 Sep 1794 in , Wilkes Co., NC
- Thomas Flanary Pennington b. 5 Jul 1797 in , Wilkes Co., NC
- David Pennington b. 11 Mar 1799 in , Ashe Co., NC
- Elizabeth Henderson Pennington b. 19 Jan 1801 in , Ashe Co., NC
- John Dees Pennington b. 5 Oct 1802 in , Lee Co., VA
- Rebecca Pennington b. 12 Jul 1805 in , Lee Co., VA
- Susan Pennington b. 20 Mar 1808 in , Lee Co., VA
- Elijah B. Pennington b. 12 May 1810 in Poor Valley, Lee Co., VA
- Levi Pennington b. 10 Oct 1812 in , Lee Co., VA
- Martha Pennington b. 6 Jul 1815 in , Lee Co., VA
- Mary S. Pennington b. 11 Nov 1817 in Pennington Gap, Lee Co., VA
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