A progressive sequencing lactating breast milk extraction apparatus comprising a series of compression segments arranged forming a conical shape extending between a wider chest end and a narrower extracted milk collection end, at least one vibration generating apparatus in vibrational communication with at least one compression segment of the series of compression segments; and an operational mechanism to contract and expand each compression segment. In use, the operational mechanism cycles each compression segment of the series of compression segments between a compressed state and a relaxed state and the cycles are provided sequentially from a rear of the progressive sequencing lactating breast milk extraction apparatus to the extracted milk collection end. The vibrational energy applied to the breast aids in flow of the milk through the breast.