My guess, then, is that in 2008 he probably sized her up and decided that someone else would be better to challenge, and then met her more properly after when he was getting dragged around shoe shopping in 2009 (his challenge to Five was in December).

He's getting a lot better about it, but he's someone who snaps and snaps hard when something genuinely bothers him. Most of the time it's a low slow burn, and hopefully he'll actually get shunted into therapy soon to deal with what's still unresolved.