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I like Penelope quite a lot, and Penelope Juliet is lovely imo. I don't think it's 'too much name', no. :) I grew up with a Penelope Renee nn Pennie and I didn't care for her name at the time, nor her nn (and neither did she) but I've started liking Penelope more over the years. My favorite nn's for it are Nell, Nellie, and Ellie, though. I like Poppy much more than Penny. I've never considered Poppy as a nn for Penelope, but I think it's fantastic. I love Poppy but it seems a bit childish or nickname-y as a full name so I think it works perfectly as a nn. I also think Wesley and Penelope sound great for siblings. Good luck.

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~Heather~