lol I bet he looks alot like KaCee on a leash! Just this week, I started to use one on her. She refuses to move and crouches as close to the ground as she can get!
For awhile each day, I've put the leash on her and just let her drag it around. If you do this outside, the leash will get "caught" on sticks, rocks, etc and slowly he'll get used to the "tugging" **Just make sure you are out there with him so he doesn't get hung up on anything!**
After he's comfortable dragging the leash around, pick up the end and bribe him to come to you with treats!