This is an event that happened not to me but to my cousin, in Waupun, Wisconsin around the year 2000, during his elementary school years.
He and his now estranged friend were on a late night bicycle ride, sometime between 10 and 12 o' clock at night. As they neared the town park, they noticed the lone figure of a woman seated barefoot under the park pavilion, painting on an easel set up on a bench. As they approached out of curiosity, she noticed and called out to them "hey boys." They engaged her and inquired as to her activities, only to be met with a vague and elusive response. At this point, they noticed the image she was painting was a rather surreal and impressionistic rendering of anthropomorphic suns and stars exhibiting various facial expressions. My cousin describes her retroactively as having a blank and empty stare, a detached, distant, and sing-song-ey voice, and moved in a way that was unnaturally stiff, quick, and robotic. Because of this, he got the impression that she was "soulless" and something other than human. He also describes her as wearing very old, mismatched, and brightly coloured thrift store clothing, like a gypsy. It was at this point that these qualities became apparent to them that they began feeling highly uncomfortable and unnerved, with my cousin specifically recalling having felt a gut instinct that if they were to stick around any longer, something very bad would happen to them. As this fear neared its peak they took off and returned, frightened, to his parent's home, where they described their experience to his father, who dismissed it uninterestedly. They then returned to the park, only to find her gone without a trace.
That last detail is highly inexplicable, as it is rather difficult to leave a place in ten minute's time when one is barefoot, carrying a full art kit, and has no visible means of transportation. The identity of this woman, or entity, to this day remains a mystery.
Does anyone have any insights, ideas, observations, or similar experiences they would like to share to help us out?