A really moving and beautiful continuation of the thread that was started!
I recognise in it a longing for authentic people, a willingness for orientation and initiation not to let the human spirit forget its body in a world that seems to be dominated by cognitive activities. What boys and girls probably want are experienced adults who teach them that borderline experiences of a traumatic kind always overcome the trauma they have experienced when the adults around the young people find it quite normal - do not worry, but radiate confidence and trust - and thereby catch the experienced horror and transform it into the ordinary.
Telling a story within a story I find an appropriate means of conveying a message that includes the stylistic device of exaggeration. Such an encounter as you have described is one in a million or more. The improbability of such a meeting touches all the more the wish for such a thing to happen.
Your personality shines through here, I assume that you have discovered the slow pipe tamping and smoking ritual for yourself and have found satisfaction in it. It is quite an excellent way of providing tranquillity when one holds one's little ceremonial with care.
The man in the woods is a leading figure, an example of accepting a most remarkable and difficult task. You have achieved that he does not live a complete hermit's existence, but accepts that he will be helped and provided with civilised things in due course. This gives him more credibility, although I would also pity this man if he did not maintain a relationship with a woman. LOL ;-)
Part of him does not accept communal life, in which he would also be confronted with relinquishing his leadership role. For example, I would have liked it quite a bit if the Wood Man's time had also culminated with the end of the story in a new era of self-overcoming for him - a return to civilisation. This would then have concluded the walkabout of the man himself.
But that's complaining at a high level (!), so I'll row back and say that you have filled the man with his special character role brilliantly. It wouldn't have occurred to me to go further with my thoughts here if you hadn't provided the template for it :)
You also portrayed the boys credibly, who at first eyed the stranger somewhat anxiously and cautiously. To deepen the characters could also mean to change the characteristics attributed to them in the beginning, perhaps because the course of the story allows it. So I personally like the fact that Neigel (Surfboard) shows a somewhat still immature pride in being a leader, and Mark (Please) sheds tears at the end, because it contradicts his otherwise rather teasing manner and reveals a depth that he otherwise finds difficult to express.
On the technical level:
You have skilfully avoided entangling the returnees in overly sprawling explanations. That was a skilful move! And you brought everyone together at the end, which was a certain difficulty.
I see some shortcomings in the fact that you could have left out some explanations, such as the one about the man not eating processed food. You could have left it at the simple refusal, because his whole way of life speaks for itself. You can also shorten some introductions of literal speech by leaving out the "he said". Like here, for example:
The man replied with: ...
The man carried on...
and in other places. You could still shorten overall, some descriptions are already sufficient without further embellishment.
For the temporal or numerical information, such as here
After approximately twenty minutes ...
it is enough to say that a certain amount of time has passed.
He offered me a lucrative sum of 20 dollars for my two books of matches, in which he used to start fires with a bag of $100,000.00 dollars worth of 1 dollar bills for kindling."
write in words, not numbers "twenty dollars" and a bag of "one hundred thousand" ....
And I think a shortening of the story in the story would bring an upgrading.
In my eyes, this alterations would round up your well done story.
I thank you so much for taking your time and take a part in this contest!
I have dared to reply in length and depth, for you give me the assurance that you don't mind being provided with this amount of text.
Greetings to you!
RE: The Encounter in the Woods - Woods Man (Continue The Story Contest by @erh.germany)