Have him drag a lead where ever he goes. From the time my lil guy was brought home he always has a 10ft 1/4" rope lead snapped to his collar when we are out working the big dog. Once they get used to that restriction its not that big of a deal for you to grab a hold of the lead and tow them around, or vise versa.
Edit: Are you using a choke chain or flat buckle collar? Start off with a flat buckle and anytime they are dragging the lead use a flat buckle and keep an eye on them to make sure it doesn't get snagged.