I agree with the others that taking him out to a ballgame might not be a good idea. Ripley is my scaredy cat and just having all my family over at Christmas or all my husband's family over for summer bbq's will traumatize him. He's terrified at the vet too so I couldn't imagine subjecting him to it if not necessary. It's probably best that you just work on having him learn to handle people in your house.
I do think it's great you are teaching him to walk on a leash. I wished I would have taught Ripley that so I could take him out in the backyard some. I guess at 12 years old I'm not going to try to teach this old cat new tricks.
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