Phillis was enslaved by "the widow Littlefield." She married Tom, and after his death married Prime (also known as Primus), and after his death married Old Tom (Tom Bassett).
"Capt. James Littlefield had several slaves: Scipio, Sharper, Dinah and Tom. Tom married Phillis, but soon after died. She then married Prime. Prime died. She then took Old Tom." - Bourne, p. 409
The Town of Wells marriage records recorded: "1781 March 24th - Primus a Negro & Phillis a Negro servant of the widow Littlefield both of Wells Intend Marriage" and then were married: "1781 April 26th - Primus a Negro & Phillis Negroes"
The assumption made here is that the enslaved man whom Bourne identified as "Prime" is the same as the "Primus" listed in the town marriage records.
Remich wrote that Tom and Phillis later lived in the Ridge Community. "Cooper" John Mitchell lived on what is now High St. in Kennebunk. "A short distance below Mitchell's, on the south side of the road and perhaps an eighth of a mile therefrom, commences a slight elevation of land which continues for a distance of one-fourth of a mile or more. This has been known for many years as 'N... Ridge.' It derives its name from the fact that between the years 1790 and 1800, about a dozen blacks, who had been held as slaves by citizens of Wells, were emancipated, erected huts and became permanent residents of this ridge, which had probably been granted to them by the town of Wells. Here were Tom and Phiilis(1), Sharper(2), and Hannah Simon, Primas and the younger Phillis, Salem and Peg, Cato, Dinah and others." - Remich, p. 108
Bibliography:
The History of Wells and Kennebunk from the Earliest Settlement to the Year 1820 - by Edward Bourne (1875)
Town of Wells Vital Records
History of Kennebunk from its Earliest Settlement to 1890 - by Daniel Remich (1911)