Japan is leading the global trend of decreasing birth rates and the graying of society. In this study we examine women's changing gender and intergenerational relationships and how these affect their concerns and hopes for their futures. Many of the 121 midlife women (aged 45-55) interviewed viewed themselves as sandwiched between their mothers-in-law and actual or potential daughters-in-law, at the nadir of intergenerational status within their families, in large part due to changing social patterns in marriage and birth rates. Doubts about the marriageability of their sons arising from role expectations for brides to care for parents-in-law cause concern for many and highlight the gendered and intergenerational nature of aging concerns. Yet, midlife in the 21st century, with changing gender and intergenerational roles, appears to create opportunities for many Japanese women to reflect on the meaning of the next stage of their lives. Changing gender and intergenerational relationships may contribute to their hopes to live a life of self-actualization and to be true to one's self (jibun rashiku ikiru).