This study analyzes the work environment and the work clothes wearing conditions of shipyard painters. In addition to this, three types of experimental painting work clothes were evaluated by painters in terms of the material performance and wearing functions. The findings on the harmful painting work environmental factors were organic solvents, noise, heavy dust, high temperatures, and noxious fumes. The body parts damaged during painting operations were the skin, arms, whole body, and face. In general, the satisfaction with the wearing performance of work clothes for painting was low especially in regards to sweat absorbency, sweat permeability, body protection, covering, and the work motion suitability. The satisfaction with the wearing sense of painting working clothes (regardless of the type of material) was high in the order of movement comfort> sensual comfort> physiological comfort. The satisfaction in overall comfort according to the types of material was high in the order of nylon> SMS nonwoven fabric> SF nonwoven fabric.