Written by James Harris (Dr_TacoMD) and Chris Lewis (@cjameslewis)

In the tiny town of Springfield, there are a handful of budding fashion stars that would put any street style star or A$AP crew member to shame. With more than 500 episodes in 24 seasons, Homer, Bart, and the rest of Springfield's finest fashionistos have had their fair share of stylish moments while navigating the wacky adventures that come up every day. 

The Simpson family and the folks they live with are supposed to be a parodied mirror of typical, average Americans. So while the majority of their time is spent in clothes that don't spark the imagination, they all have days and moments when their style gets turnt up. Since 1987, when the show launched, these are The 40 Most Stylish Moments in The Simpsons.

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