Because it was covered in plague, chances of periodontal disease are very high. He does need a dental asap. The incisors (the ones in the front) seem to be the first ones to start falling out too. Those were the ones that E started losing.
Also though, dog teeth aren't as strong as what people might think. Very hard chews aren't going to help the loosening issue. All chews should be approved by your vet.
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