Read my answer in a broader perspective…
Immigration Laws are complex and complicated. Entering the US on F-1, never went to school all these years, with the intend to seek asylum now because your whole family lives in the U.S; that can lead to all sorts of complications. Applying for asylum in a normal basis, or applying for asylum when you have a legitimate fear is a whole different thing. In all fair reading, I am just saying that he should consult with a lawyer and see what would be his best options. Going to school should not effect any one’s asylum claim, however delaying your claim that long raises the questions… if things have been so bad back home, why did one wait that long? Isn’t a good argument to deny someone claim, may be not?
He stated it clearly, he doesn't want to go back to his home land because ONLY his whole family lives in the U.S NOW.
BEST LUCK