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I really like it. It fits in with the other names, but I think that Theodore and Leon are a bit too close for brothers. If you used the nickname Ted or Teddy rather than Theo or Theodore without a nickname, then it would be less problematic, of course. Much as I like Theo and Leo, I dislike rhyming sibling names, nicknames included.

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Middle name ideas:
Leon Seth
Leon Victor
Leon Maxwell
Leon Wilfred
Leon Willis
Leon Marcus
Leon Magnus
Leon Miro
Leon Sidney
Leon Arthur
Leon Avery
Leon Charles
Leon Charlot
Leon Charlie
Leon Jasper
Leon Jude
Leon Icarus
Leon Ward
Leon Patrick
Leon Raymond
Leon Walter
Leon Ferdinand
Leon Frederick
Leon Francis
Leon Rupert
Leon Thaddeus
Leon Basil
Leon Richard
Leon Rory / Ruaidri / Ruaidhri
Leon Philip / Phillip
Leon Avner
Leon Gregory
Leon Graham