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I'm mostly a lurker, but I'm a recent graduate from a similar school. I personally overdid it with the florals/lilly during rush, and recommend that you rethink your options! If pref is supposed to be daytime dress, I probably wouldn't wear similar dresses the 2nd, 3rd, and 4th days.
This may sound a little harsh, but I just want to be honest with you: you're better off either buying new Lilly or not wearing Lilly at all. Your Lilly is cute, but honestly a lot of women will be wearing dresses from more recent seasons, and you don't want to stand out in a bad way (especially in the South, and in Charleston of all places... they will know). I really like your yellow dress and think it would be great for Day 3! I think the Pref dress is a little too conservative, and maybe a little busy. I would say either choose a similar cut or a similar print, but not both. A skirt/top combo may be more appropriate for Day 2, and would be a great way to slip some Lilly in (with a skirt), without being the girl that wears too many florals.
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