Tonight we actually walked 1/2 way around the block!!! He did "much" better! I'm SO PROUD of his progress! He was rewarded with lots of pets and praise and enjoyed some RnR laying on his "happy place"... aka my bed. Haha! Spoiled puppy!
Update: Kennedy went for one more walk. Absolutely gorgeous evening! He is excited! He walks beautifully down the driveway and into our quiet neighborhood until he sees the thing that scares him most in life: PEOPLE!
As we turned the corner we saw two men at the end of the block working on their yard. Kennedy froze and wouldn't move a muscle. So we turned around and walked the other way. We went around the other side of the block and got halfway around. A woman walked out of her house to get into her car. He froze again. He wanted to bolt to the nearest bush but I had a hold of his leash. We just stood and watched her. We turned around to walk back home. Another woman stood by her car. This time we HAD to walk past to get back home. We walked to the other side of the street almost into the grass. Kennedy tried to bolt a few times and then laid down flat. Frozen! After a bit I got him to get up and we quickly walked home. Once his paws hit our driveway he wagged his tail and was a very happy boy! I learned a lot on this walk tonight. Kennedy actually is starting to "like" walking!! He is pretty ok with cars and trucks and can handle, with caution, other dogs he sees. BUT "people" are the big BIG problem!
Update to the last update: I tried walking Parson this morning "along side" Kennedy and that helped a lot! Kennedy really gains confidence from Parson! We actually were able to walk past PEOPLE working in their yards. He did not bolt. Since Parson walked... So did he. He was uncomfortable but did it!!! 
This little timid boy really needs a confident "dog friend" to guide him! Parson is just that kinda big brother :)!
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