1) Either a jacket from N. Hoolywood (I kick myself for not picking up their 2012 version of a shawl collared jacket) or the Stevenson Co. Booster jacket:
There is one left in my size at Self Edge, and if someone buys in from under me (I am a few shekels shorts since I just completely remodeled my bathroom - which is pretty sweet - custom molded concrete showers and sinks, bamboo flooring, glass block window, etc...) I am not exaggerating that I will track them down and ream them with a bat.
2) Martin Margiela ring belt in dove grey leather/blue suede - one of my favorite belt styles, in two of my favorite colors - matches pretty much everything in my wardrobe - and is easy to put on and take off at the airport:
Plus, it will match with the new Carmina slate grey chukkas with a medallion, a brown welt and a natural crepe sole, which should be here soon.
3) My MTO Carmina slate grey grey Chukkas with a medallion and a crepe sole - so stoked to see those.
4) To be boring, I'll probably need a new S.N.S. Herning Stark, as a piece of outerwear/layering piece for really cold days. I haven't seen the new lineup of colors, but I'm tending towards a black melange or an olive - something boring like that.
5) Running through airports, you want a bag that sits close to your shoulders (like a backpack), and yet is easily accessible (like a messenger or briefcase). I regret not having stolen this from The samples the News sent us for the SS lookbook photoshoot, but Master Piece does a similar piece every season. I'll see what they come up with for FW:
What I like about Master Piece is that the bags are performance oriented, but are not overly techy looking, and look good with stuff other than a goretex shell.
6) Wings+Horns quilted shirt jacket - This type of jacket is again, great for travelling - you are not really going to go wrong with it, either as layering piece under something heavier, if you are in Toronto, or as a piece in the airport or in say, 50 degree weather.
7) Probably some more Buttero high tops.
You can see that my wardrobe is built around casual things that wear easily and travel well. I always had this idea that the best way to dress and carry was that you could pick up and move in 30 seconds, to pretty much any climate, at any time. My wife is not such a fan of this, but old habits die slow.