Improved devices and methods for the expression of milk from a breast are disclosed herein. A device for expressing breast milk may comprise a breast interface including a flange configured to engage a breast and fluidly seal thereagainst, and an actuatable assembly operably coupled to the breast interface and configured to apply vacuum pressure at the breast interface. The breast interface may be configured to apply anterior compression to an anterior portion of the breast when the actuatable assembly is actuated. The flange may be configured to apply posterior compression to a posterior portion of the breast when the actuatable assembly is actuated. The posterior compression can help improve the efficiency of milk expression by reducing the retrograde flow of milk.