Drusilla M. Segar was mentioned in the 11 January 1831 will of her husband, proved 21 November 1832. [Essex County, Virginia, Will Book 23, pages 9–10.]

Drusilla was mentioned in the 8 January 1843 will of her father James Dunn, proved 16 January 1843. 10th I lend to my son in law Wm R Allen one seventh part and at his death I give the same to his Wife Drusilla M Allen & her children — Wm: R Allen has heretofore appeared dissatisfied with my settlement of Craddock Segar’s Estate — I therefore refer the Settlement of the said estate to Washington H. Purkins & Muscoe Garnett and should the said Wm R Allen not abide by their report he is to have no part of my estate. [Essex County, Virginia, Will Book 25, pages 49–50.]

In 1843, orators and oratrices James William infant of James Dunn decd who sued by Virginia F. Dunn his mother and next friend, Peter T. Duff and Olivia Duff his wife who was Olivia D. Dunn daughter of the said James Dunn decd, Thomas Parron and Julia D. his wife who was Julia D. Dunn another daughter of James Dunn decd, Charles C. Smith and Emily his wife who was Emily Dunn another daughter of James Dunn decd, William R. Allen who married Drusilla another daughter of James Dunn since dead, Arthur F. Allen an infant of William R. Allen and Drusilla by his father and next friend, Cordelia Dunn another daughter of James Dunn, and Dorinda M. Dunn another daughter of James Dunn an infant who sued by James A. Dunn her next friend, complained that James Dunn died about __ January 1843, testate. For division of his estate. [Essex County, Virginia, Box Chancery No. 40, item 40-D-7.]