While racial assortative mating and interracial unions have been a central interest in the study of race relations and family demography since the early twentieth century, there have been marked changes in the social contexts in which these processes have taken place in recent decades. This review article examines three important shifts: (a) the rise of population diversity and its impact on traditional views of racial integration, (b) the changing institution of marriage in American life, and (c) the increasing centrality of technology. We discuss how these societal shifts have challenged traditional understandings of preferences, opportunities, and intermediaries in the mate selection process, as well as new opportunities for interracial intimacy that these changes have introduced. We conclude with a discussion on conceptual issues and promising future research directions.