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I wouldn't use Theo and Leo together but overall, I heartily approve.

I love Caspian and Leo. I'd prefer Leo Caspian over Leonardo but that's because I haven't found a Leo name I like apart from Leo (hope that makes sense)

I think they all go very well together. I especially like Susannah and Theodore. :)

I like Thomas Finley a lot, and Theodore James slightly less. The others not so much my style, but they "fit" together. Except I think Leonardo would fit better if it were Leonard.