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lol....Im a Standard owner too, however, you'd be surprised how far some little dogs can go. I know you mentioned that you used to take long walks off trail and etc. If you are wanting to include the little one I would suggest getting a doggie back pack. When the toy gets tired just pop him in the back pack and keep going.

I saw a lady shopping at Target a while back with her yorkie in a back pack. It was actually quite nice. Nice mesh sides for air flow and pretty roomy. Her little Yorkie loved it.
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