Shams and Molavi, two of our great mystical-literary figures, have had a profound effect on each other. The two, along with each other's evolution and spiritual exaltation, as well as the unique reputation they have found in this way, by publishing and describing the works and thoughts of each other, added to the excellence, glory and reputation of Islamic literature and mysticism. Although many scholars have studied their similarities and commonalities, there are differences and even contradictions in their way of life and their behavior. The present research has been developed to prove this claim. In this study, we tried to check the Shams and Molavi’s differences and contrasts with a comparative method. We showed their personality contrasts and differences, different aspects of their life, the style of training, speech and behavior. Based on this study, we could understand the reasons behind these differences and contrasts in their opinion and behavior to justify their positions, states, and articles. The present research has been categorized and presented in three sections including: 1) the differences or contrasts in the individual and social life; 2) moral and personality contrasts; and 3) mystical contradictions and differences.