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Polymer composites containing conductive fillers that utilize the piezoresistive effect can be employed in flexible pressure sensors. Depending on the filler used, different characteristics of a pressure sensor such as repeatability, sensitivity, and hysteresis can be determined. To confirm the variation of the pressure sensing tendency in accordance with the dimensions of the filler, carbon black (CB) and carbon nanotubes (CNTs) were used as representative 0-dimension and 1-dimension conductive fillers, respectively. The piezoresistive effect was exploited to analyze the process of resistance change according to pressure using CB/PDMS (polydimethylsiloxane) and CNT/PDMS composites. The electrical characteristics observed for each filler were confirmed to be in accordance with its content. The pressure sensitivity of each composite was optimized, and the pressure-sensing mechanism that explains the difference in sensitivity is presented. Through repeated compression experiments, the hysteresis and repeatability of the pressure-sensing properties were examined.