>>23277282I have a friend like that actually. What I did works with pretty much everyone like that. During Spring Break, we went on a trip to NYC. He, despite being 23, cannot drive a car as he has no license yet, so I drove. When we got there, I ditched him but followed him around for a few hours to see what he would do. He got lost in the first 5 minutes and couldn't find the car, so he headed for the Empire State building for some reason. When he got there he apparently realized it costs money to get to the top, so he left. I followed him from 1 or so in the afternoon to 10 PM. He then sat down and tried to sleep on the pavement by a gay bar (I shit you not, he probably didn't even know). I came up to him and told him I had looked for him all day, and was pissed off at him for making us stay overnight because the parking lot was closed until the next day. He cried a bit, but was different from then on, no longer quite as idiotic.
Also I told him if he wanted to be my friend he would throw away his MLP pillow. That shit was disgusting. 