These sound like two problems of the same class. To avoid similar future problems of this type, your friend should study how NTs create and enforce social norms, probably with reference to game theory.

Many of the social deficiencies that are typically a part of AS can be worked around by explicitly thinking out chains of reasoning that NTs perform instinctively, and then practicing that kind of thinking enough that it becomes (relatively) instinctual. Social skills are skills.