Causing yourself butthurt is not enjoyable in the least (trust me). This proves that his actions were 100% rational and that he is, in fact, a cyborg sent to us from either a distant dystopian furure and a distant dystopian planet.
Well if you think about it, he may not of wanted to cause himself butthurt. What I'm getting at, is somewhere in his shriveled rotten heart he wanted to piss someone off. And somewhere in this shriveled heart, it gives him pleasure. Thus giving him positive feelings, and also proving that he isn't as "negative" as he seems.
Because to think about it logically, if he pisses (i.e. Tom) off, it will give him pleasure. And you can tell it does because he has the legal threats in the open as well. It gives him enjoyment to know they can't touch him. Therefore, even if his positivity only comes from PMBD, he has some.
And completely off topic, where did i.e. come from?