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Jessamine I would tend to have rhyme w/ seen. Jasmine, I see as nice, but pretty standard and my primary connection to it is the fact that it's my best friend's name. Jessamine is one I'd maybe never hear of if not for this board. It's different w/out being freakish or way too out there. It has some nice style to it. Both are nice. The nns would be different between the 2, so if Jas/Jaz or Jess or Jessie would annoy you, that could influence which one may be more inclined to choose.