late 14c., endenture, indenture, "written formal contract for services (between master and apprentice, etc.), a deed with mutual covenants," from Anglo-French endenture, Old French endenteure "indentation," from endenter "to notch or dent" (see indent (v.1)).
Such contracts (especially between master craftsmen and apprentices) were written in full identical versions on a sheet of parchment, which was then cut apart in a zigzag, or "notched" line. Each party took one, and the genuineness of a document of indenture could be proved by laying it beside its counterpart.