So he was acting entitled, so his mom made him buy clothes at Goodwill to wear at school. Good punishment or not? Confession: my wife loves to browse at Goodwill! She finds stylish NEW clothes (with tags sometimes)...but for guys I have to admit there are far fewer "cool" clothes. I think we tend to wear out our stuff before discarding. The mom in this story admits that she loves Goodwill...it's just not the high fashion cool store with hip music blaring that her son is probably used to! So just for that, it's probably something that will teach him a lesson. Chances are he'll be shopping there in the future. They have lots of cool stuff.