How long should I pump for the first time? This question, seemingly simple, resonates with many new parents embarking on their breastfeeding journey. As one stands poised with a breast pump, a cascade of thoughts may flood the mind. Is there a “perfect” duration that ensures optimal milk extraction? How does one balance the intricacies of personal comfort with the physiological needs of their infant? What if the experience feels overwhelming or alien? Are there indicators that suggest when to cease pumping? Should one be attuned to the clock, or is listening to one’s body the paramount guide? How does the length of each session correlate with future pumping endeavors? Might there be a spectrum of recommendations from medical professionals that can further confound the novice? In a world brimming with advice, clarity can often seem elusive. How does one navigate these uncharted waters and find their rhythm? What fundamental principles should guide this inaugural experience?