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At most schools the first round/s of rush are quite casual. I don't see the Converse or cowboy boots as a problem. But I think I'd get working on finding a cute functional shoe that is a smidge dressier for preference. One really good shoe in a neutral color is worth the significant expense. If you take care of them they can last you for years. It doesn't need to be a high heel. And I personally think total flats are gacky (maybe my brain defending my inability to wear them). But there's a lot of ground in between those two ends of the spectrum. And yes, my princess feet do great in a wedge, even a high one.
Good luck!
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"Traveling - It leaves you speechless, then turns you into a storyteller. ~ Ibn Battuta
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