I consider this a funny story. You might consider it just sad...
Preface: my style could be considered wanting when it comes to picking out my own clothes. Many years ago, I did a complete refresh of my clothes because nothing fit and everything was well-worn. So I took a buddy whom I considered stylish to Nordstrom's and he, along with the salesperson, took what I gave them as my budget and general requirements to pick out a complete wardrobe. They did so. However, there were so many different items and colors and I didn't know how to mix and match. So my friend devised the following list which I still keep:
Matching:
Yellow Polo goes everything but black (blue and mocha best)
Blue check goes with gray and stone (blue and stone best)
Dark tan herringbone goes with black, camel, tan, stone (olive and mocha ok)
Camel (shiney) goes with tan, black, mocha, and olive
Camel (short-sleeve button down) goes with mocha, olive, and black (tan is average)
Eggplant/Plum button down goes with blue, black, gray, camel, mocha, and tan
Taupe goes with tan, stone, black, and camel (not blue)
Purple goes with tan, stone, black, camel, blue, and mocha (not olive)
Blue/Gray (slate) t-shirt goes with tan, black, and navy (stone is best and camel is ok)
Sky blue t-shirt goes with everything but olive (tan and stone are best, black is ok)
Burgundy t-shirt goes with everything (olive best)
Olive/Green t-shirt goes with stone, tan, black, camel, and mocha (olive is ok)
Black pants always black belt
Tan (with black) -> black
Tan (with lighter/softer) -> brown
Yellow -> brown
Tan goes with either
Herringbone goes with either
Green -> brown
Mocha will almost always wear brown (except if black pants, then either)
Black and blue pants will be black shoes except for light shirt (e.g., yellow)
Stone will more often go with brown except with purple and black shirt (though not necessary)
Treat gray as black
Socks always match pants or darker
Earth tone pants with black socks ok in bind
Don't mix belt and shoes
Served me many years. Sadly, none of those clothes fit me anymore. So here I am again...