I think we've all been there but I've finally learned how to pill a cat, or I guess I should say, my cats. I place her on a table so that she's at waist height, have her sit side ways so that I can place my thumb on one side of her mouth and grasp the other side of her mouth w/my fingers. I tilt her head back and pop the pill in, getting it as far back in her throat as possible, then I massage her throat to make sure she swallowed it. (Yodie is especially good at pretending to have swallowed it, only to find the pill on the floor later.) I used to prefer giving medication in liquid form but now I actually prefer pills. Good luck.