According to the achievement guide: There is a paper airplane at the entrance to your brother's room. Grab it and throw it.

I have tried throwing all the gliders but none of them are rewarding this. I even got 3 or 4 loops with the 1 glider and it still didn't count towards it. Am I suppose to throw it at something specifically? I tried throwing it at the indian blow up boppo the clown as thats the icon for it the achievement, Also didn't unlock.