Sadness and fear are usually considered as basic emotions. In society and in education, they are normally cast as undesirable, but also as partly unavoidable. This chapter examines sadness, fear, and anxiety in society and education. It argues that these feelings should not be judged as simply negative, devoid of value or positive function. On the other hand, they should be critically considered and explored, rather than simply accepted, in education and society. Neither good nor bad in themselves, feelings of sadness, fear, and anxiety can be righteous, functional, and normal, and interrelated with critical understanding. Yet they can also be problematic and pathological in other cases.