In a classic romantic triangle, actor Paul Kelly and Dorothy`s first husband, Ray Raymond squared off over the affections of Dorothy in a violent, alcohol-induced fight on April 16, 1927, in front of the Raymonds` maid and daughter. Dorothy was out shopping at the time. Raymond, seriously beaten about the head and body, lingered for two days then succumbed to a brain hemorrhage. Kelly was sentenced to prison for manslaughter (he served a little over two years) and Dorothy too for concealing and distorting facts (she tried to convince police that Raymond had died of "natural causes"). She was released after 10 months.
In 1931, Dorothy and Paul Kelly were married after he was released from prison. They returned to New York, but eventually moved back to California, where they raised her daughter Valerie Raymond as Mimi Kelly. Mimi would later have her own slight Broadway career.