Transfer films play an important role in the tribology of polymers and other sliding contacts where wear debris constitutes a significant portion of the interfacial tribosystem. In addition, counterface topographical features strongly influence the physical and mechanical entrapment of wear debris and influence the growth and propagation of transfer films. In this study, to investigate the effects of topographical features on polymer transfer, a novel scribing apparatus capable of creating controlled surface topography on metallic counterfaces for pin-on-disk testing has been developed. Hardened steel counterfaces were scribed to various surface topographies using this apparatus and three-pin-on-disk wear tests were conducted to assess the effects of certain topographical parameters on the wear and transfer film formation of a high-performance thermoplastic polymer: polyetheretherketone (PEEK). Observations related to the morphology of select transfer films are presented and discussed in light of the results.