Wood polymer composites or WPCs are increasingly used as substitutes for natural wood in outdoor applications due to their better environmental sustainability and the consequent reduction in carbon footprint. In this paper, the presence of an elastomer used as a toughening agent (Santoprene by Exxon Mobil) in a polypropylene-based WPC containing 50 wt % wood flour was investigated in terms of its tribological behavior by dry sliding wear tests. These were performed after two environmental pre-conditioning treatments, i.e., drying and water soaking. The ball-on-disk configuration under a constant load was chosen along two sliding distances. Dynamic mechanical thermal analyses were used to reveal the effect of the toughening agent on the storage modulus and damping factor of the composites. Results in terms of weight loss measurement and coefficient of friction were obtained, together with surface morphology analysis of the worn surfaces at the scanning electron microscope and 3D profilometer. An abrasive wear mechanism was identified, and it was shown that the toughening agent improved wear resistance after both pre-treatments. This beneficial effect can be explained by the increase in strain at break of the WPC containing the elastomer. On the other hand, the water soaking pre-treatment produced severe damage, and the loss of material cannot be completely compensated by the presence of the toughening agent.