Written by Buck Owens, “Crying Time” is a song built on truth, not theatrics. When Dean recorded it on June 12, 1969, he leaned into that honesty—quiet, restrained, and deeply reflective. Included on “I Take a Lot of Pride in What I Am,” Dean’s version feels less like heartbreak unfolding and more like acceptance after the fact. There’s no reaching for emotion—just the calm understanding that sometimes love ends. The Dean Martin Association of America | Cindy Williford

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