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It's kinda fun. It's funky, very tropical sounding. The "-lipso" part is less appealing, but it's still ok. It doesn't make me think of the myth at all, more about Pirates of the Caribbean. So the name itself comes across as tacky in a fun, theme park kind of way, like a plastic cup shaped like a pineapple, or a hot pink lawn flamingo (which is something I'm personally into).

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Callie is a very nice nickname that could make it easier to pull off, but it's not a name rooted in reality. I agree it would be a great pet name though!