I did that once at the family cattle ranch with a Remington pump action .22 LR. There was a squirrel peaking out of his hole on the side of a dirt bank. After he got hit, I walked over and found two dead bodies. The other squirrel must have been directly behind looking over the other one's shoulder.
A friend shot an antelope and when he got to it discovered he got two with one bullet. The game warden was even looking on from a distance. He gave him a good scare and then told him if he could convince me to use. my tag he would consider it a lesson learned. Short season for me that year!