YOU SAID:

I was standing in line with Mr. Jimmy. Man, did he look pretty ill.

INTO JAPANESE

私はジミー氏と並んで立っていました。男は、彼はかなり病気に見えましたか。

BACK INTO ENGLISH

I stood alongside Jimmy. Man, did he look pretty sick?

INTO JAPANESE

私はジミーと一緒に立った。男、彼はかなり病気に見えましたか？

BACK INTO ENGLISH

I stood with Jimmy. Man, did he look pretty sick?

INTO JAPANESE

私はジミーと一緒に立った。男、彼はかなり病気に見えましたか？

BACK INTO ENGLISH

I stood with Jimmy. Man, did he look pretty sick?