I would carry taupe and caramel all year long, just because I feel like neutrals are year round. I used to only carry dark colors in winter because I wear a black coat. However I got a refreshing surprise when I received and carried my natural logo lock last winter. I loved the nice bright pop against my black coat. However I don't think I'll even be afraid to carry my violet Kingston this winter. The pop of color will be great against my black coat. I'm for all colors anytime of year. Isn't fashion about expressing yourself? There are no wrong answers.
TB!!!! Girl, I am so loving you!! You are a surprising me with some of your answers. You and I are really growing up. Lol. I agree with everything you said above but I guess everyone has their preference. I plan to carry all the bags (Salmon, Ocean, Bone, white Vanessa, sunset O-ring, etc) I carried this summer through the fall and winter. I can't wait to pull those colors out against gray, black, cream, etc.
Saying that got me soooo excited!!! Lol.