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Chicago Cupid’s Undie Run

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February 27, 2027

There are plenty of reasons to take your pants off in Chicago. Raising money for charity might be the most respectable.

Cupid’s Undie Run brings a crowd of barely dressed do-gooders into the February cold for a mile-ish dash through the streets of Chicago. The dress code? Underwear, costumes, tutus, or whatever shows off your assets.

The afternoon follows a simple formula: party, strip down, run, and party some more. It’s all to support the Children’s Tumor Foundation and research into neurofibromatosis (NF), a group of genetic conditions that cause tumors to grow on nerves.

No marathon training required. Just a little courage, a good cause, and the ability to withstand some serious shrinkage.

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And let’s be honest, that’s pretty darn gay.
 

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And let’s be honest, that’s pretty darn gay.
 

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