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I love Rupert! It is one of my favorite names! I think it would go great with Killian. I think Rupert nn "Ru/Rue/Roo" is cute.

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What about:
Rupert Hugh
Rupert Clyde
Rupert James
Rupert Alastair
Rupert Dorian
Rupert Finn
Rupert Aidan
Rupert Peter
Rupert August

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:)