I'm getting the real feeling that this is one of those 'strips that seem hilarious when you first thought about it but you just couldn't get the humour to actually transfer to the finished product'. That's not a criticism of Jeph, by the way. Any creative process strikes out on occasion and trying to be funny or insightful five days out of seven per week, 52 weeks a year, must be pretty difficult under the best of circumstances.
Now, onto the strip and I can't help wonder if this complete let-down will change Pintsize's world-view a little. It won't change May's world-view because I think that every AI in existence knows that Pintsize is a freaky, creepy little 'bot.