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First off, lovely pic of you and the kid. You look very, very pretty.
Second, I have had long hair and I have had very short hair. And I've had the best and worst of both over the years. Some awful short cuts. And some that pleased me greatly, like the one I'm currently sporting. There is, unfortunately, that fine line between cute short girl cut and "well, that might be a nice haircut, on a boy, or my lesbian aunt."
But fear not, for hair grows back.
You've got lovely long hair, and I also really liked the bob. For summer, if you do go with a bob again, I'd make a point of telling the hairdresser that you want to make sure it's cut in a way that will also look cute pinned back, because bobbed hair sticking to the side of your face during the sticky summer months (especially if bangs are involved) is something awful.
If you trust your hairdresser over your instinct, I'd ask for their opinion regarding what short cut may best suit the shape of your face.
Good luck, C.
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