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I think that you can do that look in a variety of colours,I have a pair of brown Boss trainers,I wear them with blue Boss or Armani jeans a blue polo and a navy M+S or navy Lyle and Scott v neck and a blue Harrington.I recognise that Stone Island/designer jeans look. Yes it does look decent but, for all the interesting texture, it is a bit monotone black-grey to my eyes - or am I just not recognising the more colourful stuff? Wouldn't wear any of those brands personally though, that's just me.
I got both my pairs of Boss trainers in sales,they are the last "seasons" ( which I couldn't care less about ) and they reduced them by 50% ( and still made a nice profit),I also have bought Boss and Armani jeans in the style that I like at 50% off because this years have different labels etc...anyone who wants to pay full wack to keep up with that has my sympathy.Boss UK has online sales and I have done quite well out of them.Can't bring my self to spend more than £100 (well, £40-50 really) on trainers especially when they're probably made in the same Vietnamese factory and of roughly the same quality and materials as Adidas Originals or Nike. In fact often 'designer' trainers are of worse quality. Adidas especially I find are rather well made.
Looks a bit like Charter Place?^ haha memories. Here's me in Adidas, Lee and crombie. Faster than boots when running from you know who!
I had grown out of my crombie just a little.
I was never a Casual by the way, I just felt the same influences and rolled them into Skinhead. Skinhead wasn't yet fixed into its dull and dogmatic 'Spirit of 69' straightjacket.