YOU SAID:
I really like spending time with you but I don't know how long this will work out
INTO JAPANESE
私はあなたと時間を過ごすことが本当に好きですが、これがどれくらいうまくいくかわかりません
BACK INTO ENGLISH
I really like spending time with you but I don't know how well this works
INTO JAPANESE
私はあなたと時間を過ごすことが本当に好きですが、これがどれほどうまくいくかわかりません
BACK INTO ENGLISH
I really like spending time with you but I don't know how well this works
That didn't even make that much sense in English.