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That sounds really strange. Getting the sniffles when you don't wear socks, in Florida in the summer? I'm assuming you mean by that that you got cold. If you get that cold from just not having socks on, sounds like more of a circulation problem.
It may not be address the dress code, but you're a young, single professional. I'd say branch out and try some new shoes. There's lots of fun shoes out there, and there's lots of comfortable fun shoes out there. Try a local DSW. You're in your 20's... you don't want to look like you're a lot older, particularly when you are single and on the lookout for young men.
You're way too young to get stuck in a fashion rut like this.
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Yes, I will judge you for your tackiness.
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