I crave certain bags more in a given season, though like most here, I just wear whatever I feel like wearing. For instance, for the past three weeks I've worn the black/navy colorblock legacy Rory, which to me screams fall/winter. However, I couldn't seem to change out of it... so I didn't.
With all the back-to-school advertising, I finally noticed that it's nearly fall... and I want to wear my favorite summer-feeling bag a little more before the fall comes! So tonight I packed up large putty twist-gathered Pheobe, and she'll be my bag for the foreseeable future. I'd totally wear my Pheobe in the fall or winter, though, if the mood overtook me. I'd just be veeery careful about dye transfer with all my dark/bright winter clothes. I wear a lot of light/white clothes in the summer, so I'm way less nervous about wearing light colors in summertime.
I do think that patent seems a little heavier, more wintery (plus, you know it's the best material EVER for rainy/snowy weather), but again, that wouldn't stop me for a second if I felt like wearing a patent bag in spring/summer. I still have a medium coral patent Zoe that I LOVE with summer outfits, so I guess my patent rule doesn't really apply, either.