We present a system¹ that detects faces in various paintings and subsequently recognise and points out any similarities that a certain face in one painting may have to another on a different artwork. The results would be ranked up according to similarity in a bid to produce an output that may assist art researchers to discover new links between different works which pertain to the same or different artist. Through various tests conducted, we have proved that our method was successful in exposing new links of similarity in various scenarios including cases where the human visual system failed to pinpoint any.