Finding the right harness for a cat can take some time! I had a more "strappy" design in the past for Emma, but when we put it on her, she acted like the world was going to come to an end. The most hilarious attempt involved an occasion where she flopped over piteously on her side on the back patio, but still managed to crawl over to some grass to gnaw on it!
Hopefully you find something that works for Cobby!
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Hopefully you find something that works for Cobby!