The Hugh Orr who married Mary Bass is not the same Hugh Orr who resided in Little Nine Partners. David Orr who married Elizabeth Corbett was the brother of that Hugh who was my 5g-grandfather. My Hugh married Elizabeth's sister Agnes Corbett. Elizabeth and Agnes were daughters of William and Elizabeth Robinson Corbett of Plymouth, MA. My Hugh eventually moved to Davenport, Delaware County, NY where he died. Hugh and Mary Bass Orr remained in MA.
Historical and Genealogical Record Of The First Settlers of Colchester County, Down To The Present Time:
Halifax, N.S.: Thomas Miller: A. & W. MacKinlay, 1873:
"William Corbett was married to Elizabeth Robinson of Plymouth, Mass. in 1748. They had five sons and five daughters. Elizabeth, their eldest daughter, was born April 14th, 1749. She was married to David Orr, and they had a family of children. She died in the United States. Agnes, the second daughter of William and Elizabeth Corbett, was born July 6th, 1750. She was married to another Orr, brother of David, above mentioned. They lived and died in the United States and left a family there."
"HISTORY OF THE EARLY SETTLEMENT OF BRIDGEWATER IN PLYMOUTH CO, MA" FAMILY REGISTER [Nahum Mitchell. Baltimore, MD: Gateway Press, 1975...reprint 1840 and 1897] pg 262: "There was a Hugh ORR came afterward from Scotland; married Agnes CORBETT 1771, and went to 9 Partners, so called, New York"
"EARLY MASS.MARRIAGES PRIOR TO 1800" [Frederick W. Bailey. 3 Vols in One... Baltimore: Genealogical Publ. Co., 1963] pg. 135: "Hugh ORR md Agnes CORBIT 10 Oct 1771 Bridgewater, Plymouth Co, MA."
"History of Little Nine Partners of Northeast Precinct and Pine Plains, New York, Duchess County 1897" by Isaac Huntting.
"ORR, Robert, the first of the name, was a resident in now Milan, "North East Precinct," in 1769, and David about the same time, and Hugh in 1774. The Orr farm was just this side of now Smith Ferris. David deceased in 1803, leaving sons David, Matthew, Watson and William. A daughter married Benjamin Toms, who has descendants bearing his name, but none of the name Orr are in the town."
I hope this clears up some confusion for you!