I do agree with you're argument but it's just a personal thing really. With something like an Arsenal top, and with having an affinity towards the club, I'd just feel I'm cheating myself a little and would rather wait for it to drop to around 25 quid. I usually buy the top I like after the following season because I genuinely only use them to jog in so it's a bit of a pedantic standpoint I have.
I'm not into my labels and brands by any means, I just feel that if I can't afford a rolex I'd rather have a decent more affordable make then a shitty knockoff Ralex, pretending to be something I'm not. Obviously an extreme example but I'm sure you get my point.