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Dempsey married four times. At age 20, while still living an itinerant lifestyle, he married a 35 year old prostitute, Maxine Cates. They were divorced within three years. He next married [[silent film]] actress Estelle Taylor, but this marriage also ended in divorce. His third marriage was to singer Hannah Williams, who bore him two daughters, but this marriage too ended in divorce. Finally he married Deanna Piattelli, who would survive him.
 
Dempsey married four times. At age 20, while still living an itinerant lifestyle, he married a 35 year old prostitute, Maxine Cates. They were divorced within three years. He next married [[silent film]] actress Estelle Taylor, but this marriage also ended in divorce. His third marriage was to singer Hannah Williams, who bore him two daughters, but this marriage too ended in divorce. Finally he married Deanna Piattelli, who would survive him.
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Dempsey received a [[deferment]] form the [[draft]] during [[World War I]], a circumstance which was used by his critics to accuse him of [[draft dodging]]. This charge dogged Dempsey throughout his boxing career. After the [[attack on Pearl Harbor]], Dempsey volunteered for the armed forces, but was initially rejected as too old. He later was accepted into the [[United States Coast Guard]]. Late in the war his unit was assigned to support the invasion of [[Okinawa]] Island in the [[Pacific Theater]] of Operations, and Dempsey participated in the landing at age 49.
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Dempsey received a [[deferment]] from the [[draft]] during [[World War I]], a circumstance which was used by his critics to accuse him of [[draft dodging]]. This charge dogged Dempsey throughout his boxing career. After the [[attack on Pearl Harbor]], Dempsey volunteered for the armed forces, but was initially rejected as too old. He later was accepted into the [[United States Coast Guard]]. Late in the war his unit was assigned to support the invasion of [[Okinawa]] Island in the [[Pacific Theater]] of Operations, and Dempsey participated in the landing at age 49.
    
After his retirement from boxing, Dempsey opened a restaurant which remained a [[New York City]] landmark until its closing in 1974.
 
After his retirement from boxing, Dempsey opened a restaurant which remained a [[New York City]] landmark until its closing in 1974.
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