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I really like Theodore. I like how it is very mature, but on a child could be shortend to Teddy, Theo, Dore (I'm pronouncing in German).

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I'd use it in first name slot and like it paired with the following:

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Theodore James - nice, but bland
Theodore Jamie - doesn't go well
Theodore Jamison - if it's a family name, it's acceptable, but otherwise I don't think they go together well
Theodore Rhys - nice
Theodore Sebastian - nice, but too long
Theodore Oliver - ok, but too many o sounds
Theodore Jude - very nice
Theodore Lucas - don't like the flow
Theodore Luke - better
Theodore Liam - ok
Theodore Connor - ok
Theodore Cole - nice
Theodore Jeremy - ok, but too long