FlyingMonkey
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-a blue odd jacket. If you live in a two-season climate, then two, one for warmth and one for the cold
-mid gray flannel pants
-decent, non-chino khakis
-at least one funky (but tasteful!) non-blue tweed jacket
-a mid to dark gray worsted single-breasted suit
-a navy worsted single breasted suit
-a white FC shirt
-several blue BC shirts, at least one BD
-black stitch caps
-some tasteful brown oxfords (exact configuration up to you)
-loafers in medium brown calf, suede or shell or else burg shell
-a solid black tie, knit or grenadine
-a solid navy tie, knit or grenadine
-a plain white linen hanky
For the "more advanced" players:
-at least one DB suit, navy worsted or medium gray flannel (the best dressers will have both)
-at least one linen suit
-at least one pair of brown suede shoes
-at least one formal tie, e.g., a B&W shepherd's check
-at least one wool or cashmere tie
-at least one linen or linen blend tie
If necessary
-A complete, well-fitting, correct black tie rig, including shoes
-An overcoat in navy, charcoal or camel
Generally, this is good start as a list. It is of course subject to personal preference - for example, I don't do loafers, I think they are universally hideous. I'm also not a particular fan of blue shirts: I have one, but on the whole I prefer either white / cream (either plain or with subtle striping or grid) or pink / lavender. Unfortunately I have no need for a formal black tie rig, much as I would like to have the excuse the have it, and living in a very informal country like Canada, a solid black tie is almost never required. People round here go to funerals etc. in whatever they feel like.
I also have an extensive wardrobe of SW&D essentials as I am very much not an MC casual person. So khakis - no thanks. Usually, i's either suit (or at least jacket) and tie, or SW&D for me.
What's missing? I would also regard a country suit of some kind as essential in the advanced category - something in rustic colours, probably in a plaid or check. Plus a solid country boot of some kind. In fact, for me a brown brogue boot is perhaps the most versatile essential item, as it can be worn in several contexts.