Gait in daily activity affects human health because it may cause physical problems such as asymmetric pelvis, flat foot and bowlegs. Monitoring natural weight shift and foot rolling on plantar has been employed in order for researchers to analyze gait characteristics. Conventional gait monitoring systems have been developed using camera, acceleration sensor, gyro sensor and electrical load sensors. They have some problems such as limited measurement place, temperature dependence and electric leakage. On the other hand, a hetero-core optical fiber sensor has many advantages such as high sensitivity for macro-bending, light weight sensor element, independency on temperature fluctuations, and no electric contact. This paper describes extraction of natural weight shift and foot rolling for gait evaluation by using a sensitive shoe, in the insole of which hetero-core optical load sensors are embedded for detecting plantar pressure. Plantar pressure of three subjects who wear the sensitive shoe and walk on the treadmill was monitored. As a result, weight shift and foot rolling for three subjects were extracted using the proposed sensitive shoe in terms of centroid movement and positions. Additionally, these extracted data are compared to that of electric load sensor to ensure consistency. For these results, it was successfully demonstrated that hetero-core optical fiber load sensor performed in unconstraint gait monitoring as well as electric load sensor.