**** I'm in the same situation as you are pretty much.
I started to talk to older HS friends that I haven't had classes with for junior year so it's not completely awkward since you know who they are, but it's long enough that you can start fresh with them. It's gotten me a date already so...
I have a pair of Puma Suedes and two pairs of Chucks, one high-top and the other low-top (whatever they're called :p). The suedes are ultra comfortable while the chucks...aren't as much, so I don't wear them unless it matches my clothing better than my suedes.
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