YOU SAID:

my friend is very optimistically pessimistic

INTO JAPANESE

私の友人はとても楽観的に悲観的です

BACK INTO ENGLISH

A friend of mine is very optimistic to pessimistic

INTO JAPANESE

私の友人は非常に悲観的に楽観的

BACK INTO ENGLISH

My friend was very pessimistic optimism

INTO JAPANESE

私の友人は非常に悲観的楽観

BACK INTO ENGLISH

My friend was very pessimistic optimism