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I will not claim to be fond of any of the initial options, but I find Shea to be the most tolerable and sophisticated. As for the second, both are wonderful; I have gone through periods of preference for one or the other... currently, I favor Claire, as it seems more complete.

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Madeline: There is no single, sure pronunciation that I use (it is based on the context I see the name in.) I suppose that I typically use Mah-Deh-LIEN (but also MAH-Deh-Lin and Mah-Deh-LEEN.)
Madeleine: Again, the pronunciation depends... on a normal day, this form would receive Mah-Deh-LEN from me (with a small chance of Mah-Deh-LIEN.)
Rosaline: ROHS-Ah-Lin, (long 'o') with an occasional ROHS-Ah-Lien. Admittedly, I have never seen appeal in this name.
Caroline: KER-Oh-Lin, and potentially KAR-Oh-Lien.
Emmeline: Because this name has never been at the top of my list, I have never really settled on a pronunciation (or known the correct)... EM-Eh-Lien is relatively accurate, as is the possibilities of EM-Eh-Lin and (less) chance of EM-Eh-Leen.

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- Francesca