Crosby and Sheehan had three sons: Gregory Evan, Dennis Michael Jr., and Patrick Anthony. In 1963, while working in Los Angeles for Bing Crosby Productions, he met Arleen Newman. On July 3, 1964, Crosby and Sheehan were divorced. Later that year, Crosby married Newman, with whom he had three daughters, including Kelly Lee Crosby and Erin Colleen Crosby. Additionally, Crosby adopted Newman's daughter, Catherine Denise Crosby, from her first marriage to Mike Buell, which ended in divorce. Crosby and Newman divorced in 1991.