The authors evaluated the extent to which the short-term effect of late life widowhood on parent-child relationships is moderated by 5 personality traits--Extraversion, Agreeableness, Conscientiousness, Emotional Stability, and Openness to Experience--and how these interactive effects differ by gender. Data were from the Changing Lives of Older Couples Study (N = 1,532). The results indicated that the effects of widowhood on positive and negative interactions with children were significantly moderated by Agreeableness, Extraversion, and Openness to Experience. An agreeable personality helped widowed persons receive more positive interactions, whereas Openness to Experience reduced negative interactions. Widowed persons with higher Extraversion reported more negative interactions. Furthermore, moderating effects of Extraversion and Openness to Experience differed by gender; specifically, higher Extraversion scores predicted increased positive interactions with children for widowed women but decreased positive interactions for widowed men. The significant association between Openness to Experience and decreased negative interactions with children was more apparent among men than among women.