I am meeting a close friend for dinner this evening. Our birthdays are only two days apart so we started a tradition that we go out for dinner together to celebrate. I would like to wear one of my new hats - preferably the newest one. It is intended to have the flower at the back but looks much better backwards with the flower detail centered at the front.

What do you think? Should I go for trendy or conservative? Neutral black/grey or a color like purple or blue? Dress? Formula ?

Any thoughts or suggestions would be appreciated.

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