Thank you for taking the time to share your thoughts about the Weejuns Larson Penny Loafers, Thunayyan. We’re sorry to hear that your first pair felt stiff; we completely understand how that can affect your overall experience. As with all brand new leather loafers with some wear, our loafers tend to soften up and become more comfortable. We appreciate your feedback and hope that your Weejuns will become a favorite of yours over time. If you have any further questions or concerns, please don't hesitate to reach out. Your satisfaction is important to us!