hmm an additional thought. I would suggest teaching him to put a collar on over his head first.. then do the same thing with the harness like karyn said.. Less stuff to work with when teaching the collar first..and less chance for him to get whacked by straps and buckles..JMO Sandy Foushee Infinite Paws-Abilities Training and Service Dogs Teamed with Alexandra Guide/Service Dog Colorado Service/Assistance Dog Club - Trainer.- **************Start the year off right. Easy ways to stay in shape. http://body.aol.com/fitness/winter-exercise?NCID=aolcmp00300000002489