Edward Outlaw ca 1727 - 1808 |  his parents 
& ? Mary ?  |  her parents 
of Chowan and Bertie Counties, NC

          This is my working hypothesis - the way I see it as of this moment!! 

Edward Outlaw ca 1727 Chowan Co, NC - 1808 Bertie Co, NC
       married ? Mary ?
This Edward Outlaw is the son of Ralph Outlaw ca 1687 Norfolk VA to 1760 Chowan Co NC and his wife Anne.  Ralph and Anne moved to Chowan Co NC about 1717.

Children of Edward Outlaw & ?Mary:
*1. Aaron Outlaw ca 1756 - 1815 Bertie Co
      married Prudence ?
*2. Milly Outlaw 1755/60 -
        married ca 1774 David Askew ca 1745 - 1815 Bertie Co
*3. Lewis Outlaw 1758/9 - 1808 Bertie Co 
        served in Rev. War
      married Elizabeth ? 
?4. James Outlaw  ca 1760 - 1807 Bertie Co
       married Mary ?
*5. Edward Outlaw ca 1763  - 1789
*6. Mary Outlaw ca 1767 -
      married 12 Feb 1796 Josiah Askew  son of David Askew
*7. Joshua Outlaw ca 1772 - 1817
      married 26 March 1805 Rachel Alexander dau of Rev John
         she married 2nd Benjamin Hill of Hertford Co
*8. Rachel Outlaw ca 1775 -
       married 7 Jan 1794 Thomas Cherry
*9. Anna Outlaw d 1831 Bertie Co
       married 1st 13 Aug 1795 Kinchen Tayloe died bef 1799 Bertie Co
       married 2nd  1 Mar 1799 Lodowick Pruden bef 1773 - 1815 Bertie Co NC

Bertie Co: Anney Pruden, 30 Aug 1830 proved Feb Ct 1831
 Sally W Outlaw, Emilia Cherry, Rachel Cherry, nephew Wm. H Tayloe, Thos. Cherry's heirs, David Outlaw, James Cherry Exr. Test: John Holder, John Rice.

Will of Edward [E] Outlaw F/22  16 Aug 1798 - Bertie Co Feb Ct 1808
- eldest son Aaron Outlaw - Negroes Lucy, Sam, Biss, Ben, Hager and Tom
- son Lewis Outlaw - 180 acres out of a new patent adj. Britain's and James Holley's line, also Negroes Rose, Hardy, Chaney,
- son James Outlaw - 100 acres adj his own, John Freeman, James Holley and the Chinquipen Nursery Branch, also Negroes Rosannah, Winney, Hannah, Bob, Silas, and Tom, but if James dies without heirs the Negro Bob will fall to my son Joshua Outlaw and the other Negroes will be divided among my three sons Aron, Lewis, and Joshua.
- daughter Milly Askew - Negro Winny and five shillings.
- daughter Rachel Cherry - Negroes Fereby, Venus, Simon, and Isaak
- daughter Mary Askew - Negroes Hager, Rose, Charles and Mourning.
- daughter Anna Taylor - Negroes Diner, Lucy, Easter, Leah and Hannah
- granddaughter Selah Askew [daughter of Milly] - Negro Lucy.
- granddaughter Mary Outlaw [daughter of Lewis Outlaw] - Negro Happy
- son Joshua Outlaw - my manor plantation and also 200 acres adj James Holley, Josiah Perry and my son James Outlaw, also Negroes Dinar, Nancy, Tom, Leah ,Mourning, Agah and Hannah and all my remaining estate but if Joshua dies without heirs the Negro Tom will fall to my son James and the other Negroes shall be equally divided between my son Aaron, Lewis and James.
EX: sons Aron and Lewis
WIT: Thomas Outlaw, James [x] Outlaw, Walter McFarlane

Aaron Outlaw ca 1756 - 1815  |  his parents 
& Prudence  |  her parents 
& aft 1815 James Moore  |  his parents 
of Bertie Co NC

          This is my working hypothesis - the way I see it as of this moment!! 

Children of Aaron Outlaw and Prudence: 
          will written 23 March 1815 - probate May Term Bertie Ct
       (Prudence married 2nd James Moore of Hertford)
1.  Selah (Celia) Outlaw [White]
      married Jan 1804 Meedy Evans ca 1780 - 1843
2.  Sarah [Sally] Outlaw   d bef 1828
      married 3 May 1803 Daniel Britton  1764/74 - 1828/31
3.  Christian Outlaw 
      married  John Dunning of Hertford Co
4.  Mary  [Polly] Outlaw 
      married 26 Dec 1807 Isaac Baker 
5.  (Kincy) Cynthia Outlaw 
       married Nov 1808 Isaac Green
 6.  Millicent Outlaw ca 1795 -
       married bef 1815 1st a Green 
          a. older boy
       married  2nd  Jethro Baker d. ca Jan 1830 Hertford Co NC
          b. Joseph Baker
          c. Sarah Baker
             ?married 1839 James Nowell
               i. Milley Ann Nowell
          d. ?Pleasant A Baker ca 1819 -
                 married John W Trevathane ca 1822 -
          e. Martha Baker d ca 1835
       married 3rd Abner Alston
 7.  Wiley Outlaw of Colerain NC ca 1782 - 1823  
       married ca 1813 Penny Scull 29 Aug 1797 -
                      daughter of Capt. Elisha Scull and wife Ann Lun Speight who married 24 Jan 1784
                       [Capt Elisha Scull 25 Aug 1755 - 13 Oct 1805, was son of Edward and Christian Scull 
                         Ann Lun Speight born 11 Mar 1769  daughter of John Speight and wife Jemima] 
        a. Elizabeth Outlaw ca 1815 -
              married Col. James P Howell ca 1790 -
                         of the east end of Hertford Co in South Hill VA 1850
         b. Isabella [Belle] Outlaw ca 1819 - 
              married David Henry of Colerain moved to TN ca 1819 -
                              in SC 1850
         c. Mary [Polly] Ann Outlaw 7 Feb 1821 - 17 June 1893
             married George Baker 25 April 1817 - 17 Sept 1891 as his 2nd wife
        Penny Scull [Outlaw] 
         married 2nd ca 1828 William Hayes ca 1800 of Colerain
           b. Maj. Horatio B Hayes 1830 -
               married Aurelia A Pruden 1837 -
                         [sister of W D Pruden of Edenton ca 1847 - ]
           c. Elisha Scull Hayes 1836 -
               married Mary A [Mollie] Smith near Harrellsville NC
           this William Hayes is the father by a first wife [or is half - brother] of
            a. Wiley D Hayes ca 1817 - 1889
                married by 1838 Cynthia Rayner [Garrett] ca 1800 - 1848
                               1. Joseph S Hayes 1841 - 5 May 1862 CSA
                               2. Sarah L Hayes 1844 - 1923
                                    married Joshua L Garrett 1831 - 1883
                               3. Julius John Hayes 1846 - aft 1930 Ahoskie
                     Wiley Hayes married 2nd 1857 Bartra Wilson 
 8. Levi Outlaw  no issue
 9. Jeremiah Outlaw 1785 Bertie - 
10. Nancy Outlaw
11.  Aaron Outlaw
 Prudence married 2nd James Moore of Hertford

e-mail from Martha Copeland

Here is what he copied on the Hays. Elisha S. Hays- m- Mary A.
Smith. Horachia Hays - m-Aurelia Pruden. John J. Hays-m- Mary S. Jenkins.
Nellie Hays - m-Carrol Sharp. John M. Hays - m- Mary {Winborne} Hays. Joined
the church before 1872- Annie Hays, Irene Hays. Charles W. Hays joined in
1879.
I found another note that said that Wiley was Half brother to Elisha and
Horachio and that William was their Father but another note said that
William was Wiley's Brother!

served in Rev. War

Maj. Lewis Outlaw 1758/59 - 1808  |  his parents 
& Elizabeth  |  her parents 
of Bertie Co NC

          This is my working hypothesis - the way I see it as of this moment!! 

Children of Major Lewis Outlaw and wife Elizabeth:
    inventory handed in 22 Sept 1808 - his widow is shown as Elizabeth 1808/11
1. Catherine [Christian] Outlaw ca 1782 - 1861 TN
     married bef 16 Jan 1811 Elijah Rayner  ca 1775 - 1844 TN 
2. Mary Outlaw ca 1784 - bef 1837 Bertie Co NC
     married bef 16 Jan 1811 Samuel H Sessoms 1780/90 - 27 Jan 1837 Bertie Co NC
3. Edward C Outlaw ca 1786 - 1819 Bertie Co intestate
      married 1810/11 Elizabeth Garrett  27 Feb 1794 - 4 Aug 1883
                   buried Zion Baptist Ch, Haywood Co, TN  near the Rooks
      i. Sally Outlaw
     ii. Christian C Outlaw  22 Aug 1813 - 11 Jan 1892
           married 4 Feb 1830 John E Rooks 1809 - 1859
                    moved to Madison Co, TN 1832 & Haywood Co, TN 1834
     iii. Mary Outlaw
 4. Sarah Outlaw ca 1788-  
       married 28 Dec 1808 John Freeman
 5. David Outlaw 1790 Bertie Co NC - Dec 1851 TN
       married Mourning Cobb d. 28 April 1846
                  dau of John Cobb of Bertie County
        i. Edwin R Outlaw  2 May 1821 Bertie Co NC - dsp  20 Feb 1879 Blooming Grove, Navarro County, TX  -  rem to Bastrop Co, TX 1854 from TN 
                - almost blind   - lived with brother Lewis's family  

           married 3 Dec 1857 Sarah Elizabeth Erwin
        v. a son [name unknown]
     married 2nd aft 1846 Lovy Ann Witherington of TN 1794 - 1876
 6.  Milly Outlaw ca 1795 -
 7. Jonathan Outlaw ca 1799 - bef 13 Aug 1827 Bertie Co dsp

 James Outlaw  ca 1760 - 1807 Bertie Co and Mary ? had no issue
     [named only his wife and siblings in his will]

Edward Outlaw ca 1763 - 1789 died without issue

Children of Mary Outlaw ca 1767  and Mr. Josiah Askew:
1. 

Rachel Outlaw ca 1775 -  |  her parents 
& 1794 Thomas Cherry ca 1755 - 1812 |  his parents 
of Bertie Co NC

          This is my working hypothesis - the way I see it as of this moment!! 

Rachel Outlaw ca 1775 -
       married 7 Jan 1794 Thomas Cherry

Children of  Rachel Outlaw and Thomas Cherry:
1. Aaron Cherry ca 1796 -      
             Bertie 1850 census shows farmer alone age 54 
      married 4 Nov 1852 Elizabeth Harmon  
       a. Mary E Cherry ca 1854 -
       b. Ellen Cherry ca 1856 -
       c. Katherine A Cherry ca 1861 -         
2. James Cherry ca 1796 -
3. Theophilus Cherry 10 July 1800 - 18 Aug 1874 ts
      married 17 Mar 1865 
      Christianna [Kida Elizur] Outlaw 1 Jan 1840 - 25 Aug 1901 ts
               dau of Alexander Outlaw ca 1805 and wife Christine ca 1815 
       a. Annie Cherry 3 July 1866 - 21 Sept 1931 ts
            married Junius Bridger 17 Oct 1861 - 14 May 1943 ts
       b. Theophilus Cherry Jr 1867 - 1867 ts
       c. Mary Cherry 4 May 1868 - 9 May 1933 ts
            married Joseph Henry Nowell 11 Mar 1865 - 8 Dec 1943 ts
       d. Janie Cherry 1869 - 30 Apr 1951
            married 12 June 1889 James Jones Cobb 12 Apr 1866 - 1 May 1908 ts
       e. Lizzie Cherry ca 1873 -
            married William Pritchard of Bertie Co
4. Thomas Cherry ca 1806             
                 Bertie 1850 census shows farmer alone age 44
       married 8 Oct 1851 Jane Mitchell     
5. Doctron Cherry ca 1808 -
       married 12 May 1849 Sally Ann Outlaw ca 1828 -    
6. Milley Cherry 1807 -

Joshua Outlaw ca 1772 - 1817 |  his parents 
& 1805 Rachel Alexander  |  her parents 
& Benjamin Hill  |  his parents 
of Bertie Co NC

          This is my working hypothesis - the way I see it as of this moment!! 

Children of  Joshua Outlaw ca 1772-1817 and Rachel Alexander:
1. John Alexander Outlaw 1809 - 1882 Bertie Co NC
     married Ann Mary Hunter
      a. Sally Ann Outlaw
          married Doctron Cherry
                    son of Thomas Cherry and Rachel Outlaw
           i. John Cherry dy
           ii. Mary Cherry dy
          iii. Thomas Cherry 
                 married Nannie Lee
           iv. Lewis Cherry  dsp
          married 2nd George Outlaw
           v. Josephine Outlaw
           vi. Georgia Outlaw
                 married West Outlaw    no issue
      b. Joseph Outlaw  never married
      c. William Joshua Outlaw  d. 4 Feb 1876
          married Eleanor Outlaw dau of Wilson Outlaw
            i. Fannie Outlaw
                married Thellie Godwin   one son
            ii. Ada Outlaw  old maid school teacher
           iii. William Wilson [Bud] Outlaw 
                married Alberta Outlaw dau of John Outlaw and Caroline Freeman
                   three children: Berta; Sing; and -----
          married 2nd Winnie
      d. Keddy Elizabeth Outlaw
           married 1st 17 Mar 1865 Theophilus Cherry son of Thos. Cherry and Rachel Outlaw
             i. Janie Cherry
               married 12 June 1889 James Jones Cobb of Bertie Co 12 Apr 1866 - 1 May 1908 ts
             ii. Annie Cherry
                married Junius Bridgers of Bertie Co
             iii. Mary Cherry
                 married J H Nowell of Bertie Co
             iv. Lizzie Cherry
                  married William Pritchard of Bertie Co
           married 2nd T H Pounet  no issue
      e. Victoria Rachel Outlaw   no issue
          married 29 Dec 1869 Robert G Alexander
   married 2nd Catherine Freeman [Ruffin] 1820 - 1874 Bertie Co
      a. John Alexander Outlaw Jr 9 Mar 1847 Bertie Co -  17 July 1924 Norfolk VA
          married 1861 Margaret Sarah Matthews of Gates Co 29 Apr 1847 - 24 May 1910
             i. Claude Raymond Outlaw 1 Jan 1873 Lewiston NC - 6 Nov 1939 Brooklyn NY
                      he died in Kings Co Hospital and was buried in Cypress Hill Cemetery, Brooklyn NY
           newspaperman -- founded with his brother Paul the Hertford Herald a weekly in Hertford NC
                       later joined the New York Herald Tribune as a linotype operator, where he remained until his death
                married 1st 26 April 1899 Cecilia Elizabeth Hollowell 28 Nov 1878 -  div.
                       1. Virginia Margaret Outlaw 10 April 1900 Philadelphia -
                                    married Richard Earl Young  
                married 2nd Cora Stroman  div.
                married 3rd Emma Lyle Monk 16 Nov 1884 Durham NC - 10 Aug 1911 Greensboro NC
                married 4th in Atlantic City NJ 20 July 1918 Margaret Rose Marshall 
                                                                     16 May 1891 NYC - 12 March 1976 Philadelphia PA
                        2. John Marshall Outlaw
                        3. Louise Lee Outlaw 26 June 1919 NYC - 2 Sept 2009 Newtown Square PA  
                              married NYC 11 April 1944 Joseph Shallit 7 Feb 1915 Phila PA - 13 June 1995 Coatesville PA
                             a. Jonathan Outlaw Shallit 1952 Phila -
                                   married 1984 Patricia Wagner [now divorced]
                                   i. Rachel Shallit 1985 Oswego NY  -
                                   ii. Joseph Harold Shallit 1993 Oswego NY -
                              b. Jeffrey Outlaw Shallit 1957 Phila - 
                                    married 1989 Anna Lubiw 1957 Toronto ON -
                                     i. Arlo Jacob Lubiw Shallit 1994 Kitchener, ON -
                                    ii. Jonah Forest Lubiw Shallit 1997 Kitchener -
              ii. Mary Elizabeth Outlaw 19 May 1875 Starkville Miss -
                  married Charles V Williford son of Richard Williford and Julia Matthews
              iii. Paul Repton Outlaw 19 June 1878 - 15 Mar 1904 Kinston NC
                       newspaperman -- founded with his brother Claude the Hertford Herald a weekly in Hertford NC
                       at one time editor of the famous "Elizabeth Tar  Heel" 
                        and was editor of the Greenville NC "Daily Reflector" at the time of his death.
                   married Dollie Freeman of Moyock NC  no issue
              iv. Rose Lee Outlaw 30 Dec 1882 Lewiston, Bertie Co NC - 
                   married 7 Mar 1906 Leroy M Corstaphney 30 Aug 1879 - Clifton Forge VA
                             train dispatcher on the C & O railroad
               v. John Augustus Outlaw ca 1884 - lost at sea while in the US Navy - dsp
              vi. Agnes Johnson Outlaw 23 Aug 1887 Bertie Co NC - 
                   married March 1905 Calvin Ethelbert Godwin  died 3 June 1911
                            1. Paul Outlaw Godwin 10 Dec 1905 - 3 June 1906
                            2. Sidney Weltmer Godwin 10 June 1908 - 
                                     US Government Services
                                  married 4 Dec 1933 Elizabeth Brimer of San Antonia TX 30 Dec 1906 - 19 Feb 1965
                   married 2nd 22 Dec 1914 Arthur Campbell Jarvis of Jarvisburg NC died 22 Oct 1962
                vii. Edward Ralph Outlaw 30 Oct 1888 Bertie Co NC -  never married
                viii. Larry Clayton Outlaw
      b. George Outlaw [killed at age 12 by a falling tree]
      c. Tentoretta [Aunt Puss] Outlaw 1850 Bertie Co - d Pheobus VA  [several children]
           married 1st Joseph Cowan of Bertie Co
           married 2nd Sergeant Raymond of Ft. Monroe VA
2. Martha Ann Outlaw 1814 -
     married be 15 Jan 1829 Wright Mitchell 1810 -
       a. Grandison M. Mitchell 1835 - 
            married 8 July 1862 Leora C Joliff ca 1846 -
       b. Henrietta Mitchell 1837 -
       c. Franklin Vann Mitchell 3 Jan 1840 -  aft 1865
            married 21 Apr 1870 Susan A Ruffin
        d.  Mary E Mitchell 1845 -
        e. Lurinda A Mitchell 1847 -
        f. Sarah J. Mitchell 1848 -
        g. Wright Evans Mitchell 1852 -
        h. John H Mitchell 1853 -
3. Joshua Outlaw d 1829 [while still under guardianship]
         Rachel married 2nd Benjamin Hill of Hertford Co
 1. Henry Franklin Hill
 2. Mary Eliza Hill
 3. Barsha Hill
 4. Elizabeth Hill
 5. Alfred D Hill
 6. Joseph Hill

Anna Outlaw d 1831 |  her parents 
& Kinchen Tayloe - ca 1798 |  his parents 
& 1799 Lodowick Pruden 1773 - 1815 |  his parents 
of Bertie Co NC

          This is my working hypothesis - the way I see it as of this moment!! 

       Anna Outlaw married 1st 13 Aug 1795 Kinchen Tayloe died bef 1799 Bertie Co
           Kinchen Tayloe was son of Abraham Tayloe.
       married 2nd  1 Mar 1799 Lodowick Pruden bef 1773 - 1815 Bertie Co NC

Child of Anna Outlaw and  Kinchen Tayloe d ca 1798 Bertie Co:
1. David Tayloe bef 1799 - aft 1815/bef 1830  apparently

Lodowick Pruden and Anna Outlaw [Tayloe] had no issue it seems.

Milly Outlaw 1755/60 -  |  her parents 
& ca 1774 David Askew ca 1745 - 1815 |  her parents 
of Bertie Co NC

          This is my working hypothesis - the way I see it as of this moment!! 

Children of David Askew and Milly Outlaw:
1. Rachel V Askew
     married Thomas E Hare
2. David Askew   died 1838
     married Sallie Askew 3 June 1797  - 28 May 1861  
      a. Lavinia Askew ca 1822 -
           married Edward D Lewis
      b. Emily Askew ca 1820 -
            married Thomas D Jenkins ca 1816 -
3. Mary Askew est 1795 -
     married Daniel Van Pelt Wynns ca 1790 - bef 1840
4. Annarilla Askew
     married Elisha McGlauhon
5. John Askew  ca 1775 - 1829
     married 2 Jan 1793 Mary Outlaw 
         daughter of David Outlaw and Martha Stanley
6. Josiah A Askew 1778 - 1834
     married 12 Feb 1796 Mary Outlaw
7. Celia [Selah] Askew 1782 - 1849
     married 20 Dec 1802 Thomas Holley 1780 - 1827
8. Aaron Askew 1780 - 1843
     married 7 May 1805 Martha Alexander
      a. Ann E Askew  1807 -
           married Joseph Watford ca 1803 - 1843 Bertie Co
     married Frances Watford
9. Christine Askew 1780 -
     married 18 Aug 1801 Samuel Godwin
     married bef Apr 1811 Northwell [Nowell?]
10. Elisha Askew 1795 - 1879
       married Martha [Patsy] Eubanks 1795 - 1836
11. George Askew 1780 - 1832
       married Ann Outlaw 1783 - 1854
            daughter of David Outlaw and Martha Stanley
12. Elizabeth Askew
       married John [Shamble] Chamblee  d. 1806 Wake County NC testate
SEPT 5, 1806 WAKE CO NC Mentioned in will of John Chamblee as "his son not yet of age"--not yet 21. Also mentioned Elisha's "Uncle Aron ASKEW" (which would be the brother of Elizabeth, John's wife, thus her maiden name Elizabeth ASKEW) e-mail from   D'Ann Stoddard, Chamblee & Chamlee Family Organization
         a. Elisha A Chamblee

Ref: The Outlaw Family of VA by Benjamin C Holtzclaw pub in Bodie Vol XVI
        Abstracts of Wills Bertie County, NC by David B Gammon
         Deeds of Bertie County by Dr Stephen E Bradley Jr
         Deed Abstacts by Margaret Hofmann, etc, Marriages of Bertie County by Fouts
          Web Site of Curtis & Ruth Craig