In Luke 5:36–39, Jesus uses the parable of new wine and new wineskins to confront the religious mindset of His critics. After calling Matthew and dining with sinners, Jesus is questioned by Pharisees and John’s disciples about why His followers don’t fast like they do—a sign of comparison and religious prejudice. Jesus responds by teaching that new wine (the fresh movement of the Holy Spirit) cannot fit into old wineskins (rigid traditions, mindsets, and comfort zones). He highlights the shift from the old covenant to the new, showing that God’s work requires new structures and open hearts. Throughout history, the Church has struggled with clinging to what God did in the past instead of embracing what He is doing now. The real loss isn’t outdated methods—it’s missing the Spirit’s fresh work. Jesus notes that people naturally prefer the “old wine,” symbolizing our tendency to stay with what’s familiar. Yet every generation is called to remain flexible, ready to receive and steward the ever-fresh outpouring of God.