This chapter describes the phenomenon of shamelessness, and describe its various forms and the sociocultural slant that can be readily given to its perception and even its existence. It reviews Joseph and Ann-Marie Sandler’s book, Internal Objects Revisited. The dictionary definition of being “shameless” includes phrases like “having no shame” and “insensible to disgrace” Gandhi accepted the offer and then produced a small container of yogurt that had been wrapped in his loin-cloth and forwarded it to Mountbatten, saying that the exchange of delicacies must be reciprocal. Vulnerability to shame can, at times, be handled by counterphobic mechanisms. The shameless person is a variant of the “criminal from a sense of guilt” who commits a crime so he can feel guilty for and expiate some known and clearly defined misdeed rather than remaining saddled with a vague, shapeless inner guilt about unconscious wishes.