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Both you and your sitter will need to thoroughly read this document by the Conclave.

You didn't mention what form you have the 5-MeO in (toad venom? freebase? HCl?) so /u/roohu_'s advice about starting with 3-5mg is mostly accurate for freebase 5-MeO, and maybe HCl.

Sounds like you have freebase - in which case, yes, start with 5mg and gradually increase by 2mg.

I have found that 15-20mg of freebase 5-MeO (assuming 95%+ purity) consistently produces a full breakthrough experience.

Do not go above 20mg as there are few reports above that dose and the negative risks (heart issues etc.) begin to increase significantly. Plus, you don't need more than 20mg max.

Stick to the minimum effective dose.

You want to vaporize it — and you can also use your dab rig to get everything in you with 1 hit.

Most important thing to remember is to inhale very slowly (at the same speed as drinking a thick milk shake from a straw) and hold it in once your lungs are full, then, COMPLETELY SURRENDER to the experience.

Here are my recommendations for your sitter:

1. Play something like this in a dimly lit room.
   
   
2. Administer the 5-MeO to you while you are sitting in the lotus position on your bed. Before you smoke, test out and make sure your entire body can lay flat on the bed without your legs dangling at the edge etc... — Since you are going to go down anyway, I have found that this method is the most convenient for both you and the sitter.
   
   
3. Energetically, symmetry is very important when doing 5-MeO (source) — so, after you fall back onto your bed, have your sitter extend your arms and legs so they are all fully stretched out.
   
   
4. Optional: Your sitter should have minimal interference with your experience and their primary objective is your safety etc. — but, feel free to have them rub your torso (from chest to stomach, vertically in a straight line with their open palm) a few times during the experience. I have found that this helps a lot and have gotten a lot of great feedback. I'd recommend doing it 2 minutes into it and 8 minutes into it.
   
   
5. You will start to talk when you are coming down from the experience — your sitter should tell you to be quiet and close your eyes to stay with the experience a bit longer and process it etc. — he can talk when you start talking again the 2nd time.
   
   
6. Have some water ready because you'll be thirsty. Also keep a bucket ready for potential vomiting. As long as you fast 4-5 hours before, you shouldn't have to worry about vomiting though.
   
   Safe travels!
   
   Let us know how it goes.
   
   P.S: Bonus: Watch The Power of Intention by Dr. Wayne Dyer before the experience.

Your experience is a not unheard of effect, though usually it's not so dysphoric.

After a full release, some number of people find that other substances or meditative practices, their brain's nightly melatonin release, or even nothing in particular can prompt reactivations of the compound. Most people may find this startling at first but typically enjoy it once surrendering into it. These experiences usually fade to an extent within a few weeks or months.

Some people who have had unpleasant experiences say that they can persist for months or even much longer; Darkness Shining Wild chronicles one such person's story.

You may find James Oroc's Tryptamine Palace helpful in contextualizing your ongoing experience. When you encounter these visions, focus on your breathing and don't fight them or the experience. Attempt to surrender into it, breath deeply, and just exist.

In addition, you should definitely avoid other tryptamines for some time or even indefinitely, as those can often reactivate one's experience. If you do choose to consume other substances, including marijuana, consume them at lower than usual doses.

Ego is an illusion, it’s already truly dead always. 5-Meo-dmt is the easiest way for a “you” to see “that” haha. Drugs aren’t needed to see the ego for what it isn’t. I think this book might be what you’re looking for: https://www.amazon.com/Liberation-Spiritual-Path-Salvadoe-Poe/dp/1732141134/ref=mp_s_a_1_1?keywords=liberation+is+poe&qid=1572187716&sr=8-1

https://www.amazon.com/Consciousness-Medicine-Indigenous-Entheogens-Expanded/dp/1623173493

I picked up this book, about half way through. It’s a roadmap on holding space for people during journeys.