First was a monogram porte tresor international (which is basically a long and huge wallet but I love it), and my very first bag item was the naviglio.
Buttery, if you haven't gotten the speedy yet I would say definately go for it because out of all my LV bags I think the speedy is the one I carry the most, but can I tell you that I have both the 25 and 30 (25 in orange epi, and 30 in monogram) and the 30 is a much more practical/convenient size... but then again, that depends if you're like me and tend to carry around your whole entire house with you. Anyways, whichever size you choose I can vouch that you will not regret starting your LV collection with a speedy.