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World Naked Bike Ride (WNBR) is an international clothing-optional bike (or other person powered) event where participants ride en masse for the dual purpose of bringing attention to people powered transport and promoting positive body image. For a great overview see WikiPedia. In the northern hemisphere the event happens on the second Saturday in June, annually since 2004. In Chicago it is held in the late evening.
The event is bare-as-you-dare; anything from body paint to underwear to fanciful costumes are encouraged. Due to legal restrictions in Chicago, full frontal nudity is at your own risk, but large numbers of participants do go all out. Large-scale body painting is typically available pre-ride, and personal expression is encouraged. Cyclists familiar with Critical Mass (which is massive in Chicago) can see this as a clothing optional additional early June mass.
Chicago's past events included many hundreds of cyclist and numerous skaters and covered over a dozen miles of high visibility city areas. The 2014 ride drew more than 2000 riders! Blessed by decent summer weather in a great cycling city, the event has grown into a fantastic rolling celebration, with similarities to other major alternative happenings world-wide. Participants often describe it as a transcendent group experience, personally transforming, and beyond superlative.