YOU SAID:
I wanna cry myself asleep
INTO JAPANESE
眠りにつく自分を泣きたい
BACK INTO ENGLISH
I want to cry myself as I fall asleep
INTO JAPANESE
眠りに落ちると泣きたい
BACK INTO ENGLISH
I want to cry when I fall asleep
INTO JAPANESE
眠りに落ちたら泣きたい
BACK INTO ENGLISH
I want to cry when I fall asleep
That didn't even make that much sense in English.