To me the answer is clear, but of course DH likes the one that I like least. I find it hard to pick, though, because all I can think of is "walrus" when I look at these photos. So, I put it to you!
1 & 2: Red and white sundress, red open-toed leather wedges, and clutch. More summery, but as it's likely to be cool and probably rainy, that's probably a liability rather than an advantage. The only jackets I have that would go with this dress are denim, which is perhaps too casual for a wedding. Also, I think this dress is actually a bit too small.
3 - 6: Black sheath dress with funky tropical print, black canvas espadrille-type wedges, funky green bag?, black linen jacket. Looks a bit corporate, I think, but at least the print of the dress and the materials of the shoes and jacket are summery. This dress fits much better, almost to the point of being too big, and in looking at the photos I think the jacket sleeves might actually be too long. I'm not 100% sure about this bag, either -- I could carry a smaller plain black clutch, or maybe the funky silk bag.
7: Various bag possibilities
8: Vintage earrings that might go with outfit #2
9: Bright silk bag
10: Black clutch bags (first one has funky swivel handles and a subtle silver sparkle, the second is just plain black leather).
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