This chapter discusses the phenomenological realities, as well as the developmental and systemic experiences, of both middle and older adult women. The period of middle adulthood includes the years between the 40th and the 65th birthday. Older adulthood is being used to describe the period from the 65th birthday onward. The chapter explores both the intrinsic and extrinsic factors that influence the interpersonal and intrapersonal experiences of both middle and older adult women. Social and gender role analysis is useful for women in middle to older adulthood as the self-expression generated through feminist theory technique encourages them to break down the cultural stereotypes and presumptive obligations by which they have enacted their lives. Empowerment and self-expression are crucial for middle-aged and older women, since societal pressures may push women to shame themselves for their older age.