Gucci diana - 10 Chic Dupes for Princess Diana's Iconic Gucci Bag—Starting at Just $40

The small size is a good everyday option and also comes with a detachable leather shoulder strap.

These actually serve a purpose as they are a nod to the functional bands that once came with the original bag that helped maintain the shape of the handles and ensure the handles kept their shape when exposed to humidity.

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And I think traveling allows you to be more open; the more you do it, the more comfortable you are with putting yourself in those new situations.