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社長令嬢の友人にGWなにしてたの？って聞いたら…
→ “When I asked the CEO's daughter's friend what she was doing during Golden Week...”
社長 shachō¹ = company president / CEO (noun)
令嬢 rejō¹ = daughter (of a wealthy/important person) (noun)
の no = possessive 's' or connecting particle (particle)
友人 yū¹jin = friend (noun)
に ni = to / at / for (particle indicating target of action)
GW = Golden Week (acronym)
何 nani = what (pronoun)
して shite = doing (v. stem of suru)
し shi = do
て te = te-form connector
た ta = past tense marker (auxiliary verb ending)
の no = emphatic sentence-ending particle (expressing surprise or seeking confirmation)
？ = question mark (punctuation)
って tte = that is to say / quote marker (colloquial contraction of 'to iu')
聞 ki = hear / ask (verb root)
い i = connects verbs (conjunction/stem linker)
たら tara = when/if (conditional form of suru)
た ta = past tense
ら ra = conditional suffix
… = ellipsis (indicating trailing off or suspense)
