lol what kinds of things does he like? playing with the sock worked for my guys cuz they will play with anything if I make it interesting enugh, but your could for axample stick a tennis ball inside the sock or some treats, . is he clicker trained? this would be a while lot simpler with clicker training lol just click and treat walking toward the sock, then touching the sck, then picking up the sock, then bringing the sock close,r and finally dropping the sock in the basket. its not playing this way, but the sock or whatever artical of clothing would simply be an object that just so happens to be part of the game to get the treats.