Passerby Jesse Sensibar and his friend Kristin Woodall saw the whole bizarre and amusing incident unfold and snapped the photo of the man hanging upside on the fence, reported ABC 15.
Sensibar posted the photo to Facebook and said: "One more reason not to jump fences in baggy pants. I saw this homie hanging around at the Miles School this morning.
"I was going to help him off the fence but by the time I got back around the block the cops were rolling up two cars deep.
"I don't know what his story was but it must not have been good enough, 15 minutes later when I went back by the other direction going home he was cuffed up in the backseat. He smiled for the camera."
The school district and the local police department have not commented on this matter yet.
Miles is a small school with grades kindergarten through eighth grade. Average enrolment during the school year is 390 students.