I think it could also be that he feels so badly about himself that he couldn't possibly imagine why HaWho would still be waiting around for him and he wants to "prove" how unworthy he is by having her leave for someone else.
It doesn't sound to me like HaWho puts any impediments to him finding someone else (perhaps I don't remember the thread as well as I think) and if that were his goal why wouldn't he already be doing that in his secretive teenage ways?
Rather than a high energy replay guy like mine, he seems more like a depressiac wallowing in his self pity.
