In this paper, we identify some of the limitations of current-day shape matching techniques. We provide examples of how contour-based shape matching techniques cannot provide a good match for certain visually similar shapes. To overcome this limitation, we propose a perceptually motivated variant of the well-known shape context descriptor. We identify that the interior properties of the shape play an important role in object recognition and develop a descriptor that captures these interior properties. We show that our method can easily be augmented with any other shape matching algorithm. We also show from our experiments that the use of our descriptor can significantly improve the retrieval rates.