How to say it was difficult for me to make out what he was saying. in Japanese

1)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatが(ga) (prt) indicates sentence subject/indicates possessive/but/however/still/and話し話し(hanashi) (io) talk/speech/chat/story/conversation/discussions/negotiation/argumentているている(teiru) (v) an "ing" form of the previous verb事(koto) (n) thing/matter/incident/occurrence/event/something serious/trouble/crisis/circumstances/situation/state of affairs/work/business/affair/after an inflectable word, creates a noun phrase indicating something the speaker does not feel close to/noを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,理解理解(rikai) (n,vs) understanding/comprehension/appreciation/sympathyするする(suru) (vs-i) to do/to cause to become/to make/to turn/to serve as/to act as/to work as/to wear/to judge as being/to view as being/to think of as/to treat as/to use as/to decide on/to choose/ to be sensed/to be/to be worth/to cost/to pasの(no) (prt) indicates possessive/nominalizes verbs and adjectives/substitutes for "ga" in subordinate phrases/indicates a confident conclusion/ indicates emotional emphasis/indicates questionは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh困難困難(konnan) (adj-na,n) difficulty/distressだっただった(datta) was。(。) Japanese period "."    
kare ga hanashi teiru koto wo rikai surunoha konnan datta 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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2)私(watashi) (pn,adj-no) i/meは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatが(ga) (prt) indicates sentence subject/indicates possessive/but/however/still/and何(nani) (int,pn,adj-no) what/ euph. for genitals or sexを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,言ってno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbい(i) (prt) strengthens a question, assertion, etc.るのかわからなかったno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb。(。) Japanese period "."    
watashi ha kare ga naniwo itsutte irunokawakaranakatta 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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