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Theo: nice standalone name, adorable nickname
Jack: respectable and handsome, but unoriginal
Henry: kingly and stuck up - but attractive anyway

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As a sibset: all of the names carry the same weight. They are short, have been used for decades and sound quite nice.

I like them individually and as a sibset! I’d have to say, though; Jack is my favorite of them!

I only like Jack, and I expect it to be a nn. Theodore doesn't seem to happen in South Africa, not in English anyway, though the Afrikaans versions do appear. Henry, I find wimpish and limp. I prefer Harry, and I really love Harriet but with no nn.

I adore Theo and Jack, and although I don't particular love Henry, it pairs nicely with the set. I've always found Henry to be one of those names, that although fine, never really attracted much of my attention. The 'Hen' part has always stuck out to me, although oddly enough I LOVE it's feminine counterpart, 'Henrietta', so there that.

It's a considerate modern sibset, imo.
My brain wants either change Henry to Harry or to use full names, but I'm just being too fussy. (By the way, I'd always prefer Henry to Harry).
My favorite name is Henry, then Jack and Theo.

Theo and Jack are great as nicknames and therefore I’d prefer Harry instead of Henry for a sibset.

I LOVE Theo, the full form Theodore is my top boys name! I really like both Henry and Jack, too. They make a great sibset!