The lyrics describe a man who seems to have a string of bad luck and fails at various endeavors such as surfing, skiing, soldiering, and cowboy shooting, but somehow manages to charm women and have them coming back for more.

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Meaning of "Hard Lovin' Loser" by Judy Collins


This song paints a portrait of a man who seems to be a failure at everything he tries, from motorcycling to skiing to artistry. Despite his lack of success in various activities, the man seems to have a unique charm or charisma that draws people to him, especially women who are enamored by his personality. Perhaps the message here is that success is not always measured by conventional standards of achievement, and that sometimes personal magnetism and the ability to connect with others can be just as important. The repeating chorus of people being drawn to him and wanting more despite his shortcomings could be a commentary on the unpredictable and sometimes irrational nature of human attraction.