Welfare reform has targeted marriage promotion among low-income women. This study explores patterns of marital expectations and marriage among 181 urban, low-income, African American adolescent mothers and their mothers. Using PROC TRAJ to analyze developmental trajectories of adolescent mother-grandmother relationship quality over 24 months, we categorized relationships as either high or low support. We examined the effects of intergenerational marriage models and adolescent mother-grandmother relationship quality on marital expectations and marriage over the first 7 years postpartum. At 24 months, half (52%) of adolescent mothers expected to marry, but marital expectations did not predict marriage. Marital expectations were associated with concurrent involvement in a romantic relationship, not intergenerational marriage models or a supportive adolescent mother-grandmother relationship. After 7 years, 14% of adolescent mothers were married. Married mothers lived in families characterized by the joint effects of intergenerational marriage models and supportive adolescent mother-grandmother relationships. They were older and had more children than did single mothers, suggesting that they were in a family formation phase of life. Policies that promote the education and employment opportunities necessary to support a family are needed.