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Montessa is really cool! I've never heard it before, but I like it. I've always liked Tessa, which could easily be a nickname for Montessa. Also Essa or Monty. Oh my gosh, Monty on a girl? Awesome!
Montessa Bea
Montessa June
Montessa Clare
Montessa Cecile
Montessa Narelle
Montessa Gail
Montessa Livia
Montessa Mae/Rae

Ivanna Jacqueline - This combo doesn't do much for me. I don't dislike it, it's simply NMS.

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Henry Trace - I love Henry. Trace is okay as a middle name. I wouldn't use it, but it does sound nice in this combo.

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Montessa sounds like the name of a sea monster or something, or like a wizardess.

Henry Trace is nice, it flows well and the youthfulness of Trace gives Henry a bit of an update.
I'm not a fan of Ivanna, it seems to have a bit of harshness to me even though the "anna" part at the end is softer. And doesn't Ivanna come from Ivan which is a form of John and Jacquline comes from Jacques which is also a form of John? I don't think Ivanna Jacqueline works very well as a combo. :(. What about something that looks similar like Viviana?

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I've never heard of Montessa, is it a girls name? The "Mont-" looks masculine to me but the "-essa" looks feminine. Let me try a few girls combos:

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Montessa Rose
Montessa Jane
Montessa Pearl
Montessa Evelyn
Montessa Felicity
Montessa Claire / Clare
Montessa Vivian
Montessa Gwyneth
Montessa Isolde
Montessa Alexandra
Montessa Jocelyn
Montessa Therese

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Not sure if any of this was helpful to you but it was all quite interesting.

This message was edited 6/5/2012, 5:23 AM