Shep likes to have his window down in the car lately. When he gets bored of being in the car, he takes off his shoes. Once he threw both shoes out the window. It was actually very close to home when he chucked them, but we hadn't seen. We drove around all along the route we had gone, but we couldn't find them because Tim's mom, who lives upstairs, found them first and recovered them. We've tried to keep our eyes out for other littering from the back window since.
The other day I went to Home Depot and left my brother and Shep in the car while I went inside. Later, I realized Shep had removed his shoes. I only found one sitting next to his car seat. I thought the other one might be in some stuff that was on the floor and didn't take the opportunity to search at the time. Two days later, I cleaned out the car and couldn't find it anywhere. I realized the other shoe must have gotten tossed out when we had gone to Home Depot. On the weekend at night, we were sort of driving in the same area, so I decided on a lark to see if the shoe was still there. It was right where Shep left it.