The purpose of this study was to characterize the upper body shape of men in their 50s and 60s by analyzing direct measurement data. Sixty one direct measurement items were analyzed. Subjects (n = 752) were classified based on 5 factors into 4 body types. In order to acquire accurate upper body shape information by analyzing body type using the 8th Size Korea direct measurement data, body shapes were classified through factor and cluster analysis. As a result of the comparative analysis of the upper body measurements from the 5th to the 8th Size Korea measurement, it was found that waist circumference item tended to increase significantly from the 5th Size Korea measurements. The upper body type of middle aged males were classified using five factors: the trunk obesity factor, the trunk vertical factor, the width of the back shoulder, the vertical factor behind the back, and the length factor of the upper body. Middle-aged men were classified into four body types through cluster analysis. Type 1 is relatively short with big arms, Type 2 has wide shoulders and thin arms, and in Type 3, the upper body is relatively long. Type 4 is the most obese upper body.