If you find yourself face-to-udder with a cow and are having a hard time getting milk, it’s because milking a cow is not as easy as it may look. Before you begin milking, secure the cow’s head so that she can’t wander off. To effectively milk a cow, first clean the udder, then sit on a sturdy stool and lubricate the individual teats before you begin milking. Pull downward from the base of the teat, and squeeze the milk out into a bucket or pail.