The brunette is doing a great job, milking her sister like a cow as mom supervises. And it looks like the blonde is just about ready to be shipped off to the farm -- her nipples are oozing milk and it probably won't be long before she's squirting it. And mom has a pretty nice pair of udders herself. I bet they've given plenty of service in the past.
Yes, the little brown one milks her sister correctly, she slowly begins to give a few drops of milk. Being quite experienced in female lactation, it would be good if this big female was regularly placed at a milking machine for sheep and goats. One of my friends underwent this treatment and after a few dozen sessions became a real good dairy cow. She must now pump her milk daily.