How to say i spoke to the boy who seemed to be the oldest. in Japanese

1)私(watashi) (pn,adj-no) i/meは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh最も最も(mottomo) (adv) most/extremely年上年上(toshiue) (n,adj-no) older/seniorと(to) (prt,conj) if/when/and/with/particle used for quoting/quoting particle/ promoted pawn/ indicates questionno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbわ(wa) (prt) indicates emotion or admiration/adds a female middle aged feel at the end of a sentenceれるno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb少年少年(shounen) (n) boy/juvenile/young boy/youth/ladに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.話し話し(hanashi) (io) talk/speech/chat/story/conversation/discussions/negotiation/argumentか(ka) (prt) indicates question/indicates choice, doubt, etc.けたけた(keta) (n) column/beam/girder/crossbeam/spar/yard/digit/decade/order of magnitude。(。) Japanese period "."    
watashi ha mottomo toshiue to omowa reru shounen ni hanashi kaketa 。
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Translation by marcelostockle
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