The purpose of this study was to examine the effects of listening to preferred or non-preferred music on repeated sprint performance. Fourteen physically active males (ages 18–25 years) were recruited for this study. In a counterbalanced crossover study design, participants completed two separate visits. During each visit, participants listened to either preferred or non-preferred music and completed 3 × 15 s Wingate Anaerobic Tests (WAnTs) separated by 2 min active recovery periods. Each visit was separated by a minimal recovery period of 48 h. Anaerobic performance measures, heart rate, rate of perceived exertion (RPE), and motivation were analyzed. Mean power (p = 0.846, effect size (ES) = 0.019), anaerobic capacity (p = 0.686, ES = 0.058), and total work (p = 0.677, ES = 0.039) were not significantly different between preferred and non-preferred music conditions. Mean heart rate (p = 0.608; ES = 0.125) was also unchanged. Motivation to exercise (p < 0.001; ES = 1.520) was significantly higher in the preferred music condition. Additionally, the rate of perceived exertion (RPE) (p = 0.028; ES = 0.540) was significantly lower during the preferred music condition. Our results show that listening to preferred music showed no ergogenic benefit during repeated anaerobic cycling sprints when compared to non-preferred music. However, preferred music increased motivation to exercise and decreased perceived exertion. The results from this study could hold important implications for the application of music and enduring repeated high-intensity sprint exercise.