I don't know if this is related to what you are experiencing, but up until the last year of her life when she was walking a great deal on a leash, Ashley refused to walk the first block that we walked. I carried her for a block until she was more secure, and then I let her walk. There were times when she stopped walking in the middle of a walk because she pouted when not enough people said hello to her, but otherwise, she would walk on a leash. When she started having dementia, I had to carry her for a while until we got to a spot where she felt secure. After a while, once Ashley started to feel more secure when walking, she would walk the whole way. For many years when she was younger, she was one of three Yorkies that I walked at the same time. She definitely was the most willful, but I didn't want to pull her and picked her up when she stopped walking. I started using a leash when she was a baby, but Ashley was more challenging than my others when she had her mind made up about something. I'd try carrying Joey at first, and then try to see if he will walk. My girls went a lot of places with me, and when I went into stores with them, I'd carry two of them, so they also liked being carried. Ashley's two sisters preferred to walk on their own, though, and Ashley finally was walking on her own a couple of miles a day, even when she was almost 17. Just keep trying and don't give up with him.
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