YOU SAID:
I cried myself to sleep last night
INTO JAPANESE
私は昨夜眠るために泣いた
BACK INTO ENGLISH
I cried to sleep last night.
INTO JAPANESE
私は昨夜泣いて眠った。
BACK INTO ENGLISH
I cried and slept last night.
INTO JAPANESE
私は昨夜泣いて寝た。
BACK INTO ENGLISH
I went to bed crying last night.
INTO JAPANESE
私は昨夜泣きながら寝た。
BACK INTO ENGLISH
I went to bed crying last night.
That didn't even make that much sense in English.