Must be well fun, having your milk artificially sucked out sat after day
Artificially sucked out twice a day usually
And yes they do seem to like it, they are after all fed tasty high concentrate food while they milk. Often when they are finished they have cow brushes to rub against (they Really like those) and they get to go and lie down in cow mattresses and chew the cud until the next milking. Dairy farmers literally have competitions (judged, with prizes) about who can produce the best and most nutritious silage to feed their cows.
I'm not a dairy farmer (I'm a beef and sheep farmer), but I live near dairy farms and I see the cows queuing up at milking times and getting very shirty if the humans are running late. They like their routine.
Cows are wonderful, curious animals with very distinct personalities. When we are TB testing our approx 200 cattle I can give the vet the heads up which cows are going to go wild in the crush, which will behave beautifully and which is going to stubbornly stand there and refuse to move. I can tell you how many calves each cow has had, and who the cows mother was of where we got them from. Most of the time I know without looking what the last 3 or 4 numbers on her 12 digit eartag are.
I abhor animal cruelty. Hate it.
But I don't consider good animal husbandry, milking and butchery as cruelty. I can care for, and provide high welfare and a good life for my animals without anthropomorphising them. I can eat them and be happy that I know what I am eating was raised well and kindly.