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Penelope is lovely - long, sophisticated and strong but girly at the same time. - It also has so many lovely nicknames, I love Nellie and Poppy though I really dislike Penny. It's a pity she only has such a filler middle name but Penelope Rose doesn't sound bad. And she fits very well with the siblings imo.
I don't mind Chastity but Chasity looks a bit strange to me and Dorian isn't really my thing. But I love Gabriella - if I had a daughter with this name I'd probably use a different nickname rather than Gabby but Gabby isn't bad at all - and Oliver nicknamed Ollie is great even if very popular. So overall I quite like this sibset, I think it's very well-matched without being matchy and is nicely classy.

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Emilia Anna, proud and doting cat mummy to Russian blue Misha.
My PNL's:
https://www.behindthename.com/pnl/154777/116588
https://www.behindthename.com/pnl/154777/131790
https://www.behindthename.com/pnl/154777
My blog:
https://myinnermishmash.wordpress.com/