Dear Mike,
I can´t really advice you what to do to fight boredom, but I can give you some advice about depression (from my personal experience) and some basic points that are available for everybody:
1_ Healthy food (protein, meat, good fats, fish, salads, no fast food).
2_ Go outside, get fresh air, walk, ride, etc.
3_ Sports: you will be so tired at night that you just fall asleep, no time to think about boredom.
4_ Sun light. Yf you have to stay indoor, try to have a naturally lit setting.
If you live in northern Europe or Canada, people don´t get enough sunlight and become depressed-suicidal. They need to take vitamin D or do sunbed sessions.
These items above I think are available for everybody, it will not solve are your problems, but you will definetly feel better, more prepare to engage life and star looking for other items above the "Maslow pyramid", such as relationships, friends, creative work or hobbies, travel, etc.
Besides, DMT is quite demanding physically, I experience the need to sleep more the days after intense sessions, it can dry you out.
Perhaps you can try other substances as LSD microdosing, It might give you a cheerful feeling and losen your tongue.
About what you said on using drugs to be more social, I think we shouldn´t try to fit in somebody´s elses clothes. I like a few quotes from Slavok Zizek, se says:
"... we live in a society of strictly regulated enjoyment, it´s our duty to be happy and consume. Phycology todays should provide us a space where it is ok not to enjoy ..." (we don´t have to feel guilty about it).
He also says, "...why be happy when you can be interested..."
"...after five seconds I was no longer a marxist, no longer a materialist, no longer a rationalist.
It killed those things, it cauterized them..."Terrence McKenna