I think my answer is a variation on #2. I'd give as much of original story as I could. Sometimes that would be enough, and sometimes I'd add context. For example, for your laughing at Grandma's scenario I might write something like, "My sister, Grandma, and I were laughing so hard in this photo. I wish I could remember what set us off. I have so many wonderful memories just like this, sitting in the kitchen at Grandma's house. Your Grandma was quiet around most people, but at home surrounded by family she was so funny!"
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