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Bolling arrived in the colony of [[Virginia]] at the age of fourteen on October 2, 1660.<ref>The Virginia Magazine of History and Biography, Volume 7, 1899, pages 352-353.</ref> He married, in 1674, [[Jane Rolfe]] the daughter of [[Thomas Rolfe]] and Jane Poythress.<ref>The Virginia Magazine of History and Biography, Volume 7, 1899, pages 352-353.</ref> Her paternal grandmother was the Native American [[Pocahontas]].<ref>The Virginia Magazine of History and Biography, Volume 7, 1899, pages 352-353.</ref> Jane died around the time their only child, [[John Bolling]] was born<ref>A Memoir of a Portion of the Bolling Family in England and Virginia, Robert Bolling, John Robertson, Thomas Hicks Wynne, Chesapeake Book Co., 1868, page 19.</ref> on January 26, 1676 he married Mary Kennon and died on April 20, 1729. The descendants of John Bolling were termed the "Red Bollings".
Bolling arrived in the colony of [[Virginia]] at the age of fourteen on October 2, 1660.<ref>The Virginia Magazine of History and Biography, Volume 7, 1899, pages 352-353.</ref> He married, in 1674, [[Jane Rolfe]] the daughter of [[Thomas Rolfe]] and Jane Poythress.<ref>The Virginia Magazine of History and Biography, Volume 7, 1899, pages 352-353.</ref> Her paternal grandmother was the Native American [[Pocahontas]].<ref>The Virginia Magazine of History and Biography, Volume 7, 1899, pages 352-353.</ref> Jane died around the time their only child, [[John Bolling]] was born<ref>A Memoir of a Portion of the Bolling Family in England and Virginia, Robert Bolling, John Robertson, Thomas Hicks Wynne, Chesapeake Book Co., 1868, page 19.</ref> on January 26, 1676 he married Mary Kennon and died on April 20, 1729. The descendants of John Bolling were termed the "Red Bollings".
In 1681 Bolling married Anne Stith the daughter of Major John Drury Stith and Jane Gregory.<ref>''William and Mary College Quarterly Historical Magazine'', The Stith Family, Armistead C. Gordon, Volume 22, Number 1, July 1913, page 44.</ref>
In 1681 Bolling married Anne Stith the daughter of [[John Stith|Major John Drury Stith]] and Jane Gregory.<ref>''William and Mary College Quarterly Historical Magazine'', The Stith Family, Armistead C. Gordon, Volume 22, Number 1, July 1913, page 44.</ref>
They had the following nine children together.
They had the following nine children together.