Oh yes! Mine totally work together, and sometimes I think I've been purchasing them with some kind of "ultimate outfit" in mind. My current faves are:
cream silk blouse
new (yet to be debuted because it's for my birthday next week) BR striped pullover
taupe moto
skinnies (or maybe BFs)
pointy flats
Monty (oops, thats 6 items)
And it's going to finally be cold enough to wear all this stuff, yay! Now if I could just get summer items that I am as happy with, and that I feel represent my style as well. *sigh*