The context of the following conversation is Kendall pushed Bailey over the edge. He didn't seem to care about Bailey's feelings.:
Kendall says My god Bailey is such a push over! Can't take a joke..
The friend responds Maybe you should be a bit more careful with the way you treat him..
Kendall responds Doesn't seem to be working..
The friend responds Just take his feelings in consideration..
Kendall responds Well that's just kinda boring..
The friend responds You need help..