No they are real.
If he wants to, why not? Everyone has their comfort for going to sleep. For me it is reading until I fall asleep. If it becomes a problem in the relationship then he may need to get rid of it.
It is a group of people that arrange meeting for liaisons.
No, it is not safe, since the stimulatory effects of MDMA will be potentiated with Amitriptyline being an SNRI (increased levels of serotonin and norepinephrine) which can lead to hypertension, tachycardia and other symptoms of CNS oversimulation.