Friction testing of elastomers in lubricated contact is discussed with a focus on developing experimental arrangements that can produce worthwhile results. Practical issues unique to elastomers are covered as well as their solutions, including contact mechanics, material response to loading, contact edges, oil absorption, cleaning and specimen geometry. A critique of reciprocating laboratory testing machines, including high-frequency short stroke and low-frequency long stroke friction and wear machines, is conducted for their usefulness, as is critical analysis of a wide variety of specimen configurations with the aim of helping the laboratory experimenter to overcome many of the pitfalls associated with testing of elastomers in lubricated conditions. Results from experiments using various testing arrangements are analysed, and it is found that the synthetic ester and mineral oil used produced similar results.