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  • 45 47
    Submitted by plygtr85 on Dec 1, 12 at 12:20pm

    Chicago hobos are so cheery all the time! even the schizophrenic ones are having pretty pleasant conversations with themselves!

  • 33 34
    Submitted by derekinchicago on Dec 4, 12 at 9:25pm

    the really crazy ones do this even in the summer... the CTA could have it's own reality show, I swear...

  • 32 38
    Submitted by ScmexyEsmeralda on Dec 1, 12 at 10:40pm

    My kind of town- Chicago is...