Cute? Yes. Cruel? Unclear. His owner says this:

Oolong is so calm and patient -- he never gets angry when I take pictures of him. When I put various objects on his head, he stays still for a minute. This is just a result of an intimate relationship between me and Oolong. The main theme of my site is not to show these 'headperformance' links, and it's not my hope to propagandize nothing but the strangeness of his headperformance over the world. Oolong's headperformance-- many foreigners seem to feel it 'crazy', but Japanese people feel it just cute and funny. It is the difference of international feeling.