I definitely have this problem as well, but here's how I try to deal with it:
When I think about buying basic, investment accessories (specifically, shoes and bags) I divide my wardrobe up into two categories: 1) colored clothes, and 2) black clothes or clothes with black/white print. I am pretty picky about how I wear black; I don't consider it a neutral that goes with everything and every color. When I wear black, I usually like to keep the rest of the outfit black or wear indigo blue jeans. That means that I need to have black shoes and a black bag to go with my black clothes. Similarly with my colored clothes, I prefer to have medium brown or gray accessories.
So, when I come across an investment item in multiple colors, I usually end up trying to decide between black and camel. A black bag to go with my black clothes or a camel bag to go with the rest of my clothes. In the past, I usually ended up choosing a tan colored accessory because more of my wardrobe is colored...however, I eventually realized that I had no quality black accessories to wear with my black outfits! So I promised myself that the next classic item I would buy would some nice BLACK shoes and a good BLACK bag.
I also sometimes consider chocolate brown, especially when camel isn't available. For me, it's kind of a compromise between black and camel accessories--I can sometimes get away with wearing chocolate brown with my outfits that are mostly black
and with my outfits that have color. So in that sense, a dark chocolate brown accessory does double duty for me.
Something else I consider when it comes to accessories is, how fancy/dressy is my outfit? I realized that my all black outfits are usually "dressier", and therefore I like having a slightly more upscale material and style for my black bag.
I have different color preferences for expensive clothing like winter coats, but the same ideas apply.
These aren't hard and fast rules that I always follow...these are just general guidelines that help me think through buying BASIC, essential accessories..... emphasis on "basic". Most of my wardrobe isn't made up of investment pieces or basics, and usually I can be found wearing various kinds of red shoes with most of my outfits.
I have a totally different philosophy when buying most everything else....and that philosophy would be...buy what brings you the greatest joy!
Please don't think that black and camel are necessarily the best colors for you...these are the colors that I decided were best for me when looking for basic bags and shoes. Take into consideration what color schemes you often wear, whether you are dressier or more casual, and your personal coloring (hair, skin tone, etc.). And, as vain as it sounds
, I recommend you spend some time in front of the mirror and studying full length photos of yourself to see what kinds of color palettes you typically gravitate towards and look best in. You might find from doing so that, although, say, white shoes look awesome with some of your outfits, you really don't wear white shoes very often and that what you actually need
first and
most is a pair of grey shoes that will go with 75% of your wardrobe.
Wow, this is really long....
Hope you find something in my rambling that helps
.