The speedy! For your first piece I suggest more of a classic dress up or dress down kind of a bag. If you are going out to dinner or a night on the town and you need something bigger than a clutch, then you can use the trusty speedy. It may look better than throwing the Neverfull on your shoulder. I also think, you have more room to add items to the speedy and really get the most use out of the speedy because of the zipper. You are limited to what you can add to the Neverfull because anything more than the items you intend to carry may just fly out the top. I hope this helps!
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