Entitlement generally has a negative connotation. Individuals who are labeled as “entitled” are often described as greedy, demanding, and/or overprivileged. Entitlement has a different connotation in couple and family therapy and is most commonly used within the model of contextual family therapy (CFT) developed by Ivan Boszormenyi-Nagy. It most often refers to what one is deserving of or owed in significant relationships, and it can be relationally constructive or destructive. This entry begins with a discussion of how entitlement differs in horizontal and vertical relationships. It then defines constructive and destructive entitlement and explores both concepts through examples.