Even though wearing the same outfit lots of different ways is cool and green, it just reminds me of being pregnant
However, what it did also remind me of was when I was pregnant. Maternity clothes are all fun at the beginning of the pregnancy, but by the last few months I'd end up with one pair of pants that I liked wearing (comfortable, didn't fall down) and a top I looked vaguely sensible in. You try to jazz them up with necklaces/scarves etc but after a while you just get sick of this one outfit. Of course, in reality, I couldn't wear the same clothes everyday and I'd have to wear something else on the off days and they were never comfortable and I looked/felt horrible.
After you have the baby the problem continues on with weeks/months of wearing the 'inbetween' clothes. Same problem - only a few things that actually fit/look respectable but you don't want to go and spend more money on clothes because after all you ARE going to fit back into your old clothes (just like the models you believe in your 'breastfeeding/I read too many 'New Ideas' in hospital' delusion) After a while you start to realise that this is unlikely to happen and go and spend money anyway, because you get tired of the one t-shirt that looks OK with your giant breastfeeding boobs.
So, I don't find much appeal in wearing the same thing - every day. I take much joy in choice even if the pool I'm choosing from isn't all that glamourous.
Check out http://theuniformproject.com/year1/ for more info on this project