Another fun YLF question! Though, like many here, I'm not that much of a bag person. I'm probably closest to Joy: I used to carry 1 or 2 bags (black or silver to go with everything) until I had to replace, and now it's maybe 3 to 5 in rotation and 5 to 7 others for more specialized duty (e.g., clutch, small backpack). I shop for bags only when I perceive a "need," and most don't spark interest at all when I see them...something has to hit the target of features I'm looking for to even register.
Since switching coasts, my taste for color and pattern has expanded. I have a few neutrals (black, denimy blue, tan, etc.) and a bright bag or two (like orange and hot pink); plus, I've added gold to my silver, so I choose for the day accordingly. The "guitar" strap thing has boosted my fun factor a lot, adding color, pattern, or more hardware to the game, and unlike my earlier self, I now enjoy pattern mixing, like with strap and outfit.
My one-bag lifestyle was partly due to a dread of switching fiddly little items between bags, but keeping things grouped into an insert or set of small pouches has revolutionized this for me. I don't carry a lot in the first place, which thankfully my lifestyle allows, but it's still plenty enough to juggle even in small crossbody sizes. I avoid heavy bags, and big ones make me look almost as ridiculous as a golf umbrella does. The size issue nixes so many out there that I can easily ignore them! My bags, then, are all on the smaller side. (Oh, but if I need to carry more or bigger things temporarily, like to a class or something, I supplement with a nice "permanent" shopping bag or tote bag that reads clearly as such and not as a purse.)
It's kind of funny, I guess, that since I'm so late to the bag party, I've almost never thought about matching bags to shoes. Well, I don't have any hot pink or fire-red-orange shoes...hmm....