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Shea: Shae looks misspelled, and Shay looks dumbed down.
Clare: There's nothing wrong with Claire--and given how much more common it is, it's probably the easier of the two to live with--but Clare was my godmother's name, and I'll always prefer it for sentimental reasons. On top of that, I also think it looks tidier, more compact and clean.

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I assume you're interested mostly in the endings?
Rosaline & Caroline: like "line"
Emmeline: like "lean"

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I've seen Rosaline and Caroline pronounced like Rosalyn and Carolyn. That seems awkward to me.