The former.
Bobith, Bobitry, Bobster, Bobmer, Bobpert, Bobtreth. Bobmerty, Bobnurth, Bobister, Bobguil, Bobji, Bobarc, Bobnel, Bobilina, Bobertson, Bobatemysock.
It is a single word 'whomsoever', not two words 'whom' and 'soever' as it is mentioned by you. The sentence 'To whomsoever it may concern' means the matter which would follow this sentence may have...
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A better name than fluffy is Penelope, Linda, Nugget, Luna, Xena, Ginger or becky. Also lizzy or Bella or Isadora