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This is a tough question, but I would pick pear just because I feel like there's less of a chance I'd get sick of it. I think with pineapple I start to get tired of the taste if I eat too much of it.
I would have to pick pineapple because of the amazing digestive enzymes that helps with digestion and helps to break down food pairs a really nice treat but for the digestive enzymes alone I would have to go with pineapple