They were all done in the same time frame, 1948 to 1950, when Phil was most active in fandom. The specifically Tekumel ones are all signed by one 'Firu ba Yeker', of the Clan of the Uttermost Secret, a retired Priest of Sarku and a fellow Chakan. From what I can tell, from internal evidence and his letters, these follow the art in his college notebooks (which I made sure to make copies of, as the original pages were in sad shape) and from before he went to South Asia as a Fulbright Scholar.
Yes, I do think this was from a short period of time in his life. There is this drawing, the Yilrana one, the Mi'itlanesh one, the sacrifice one, and two more unpublished ones of Elara hi Vriddi getting arrested by the OAL and one illustrating the legend of The Two Brothers. I would think that they were time-intensive to draw, given the style, and so his output was pretty limited. Later on, in our games, he'd do much simpler drawings for us to show us something, and he'd whip off these pencil sketches while he was talking.
As a side note, the priest in the sacrifice drawing looks a lot like Phil's father, Loris, and the unfortunate lady is one of his college friends. We found the slide he took of her posing, and it's obvious that the two of them are laughing their heads off at the 'inside' joke. The leering masks also look a lot like some of the artwork on the cover of the menus from a tiki bar in Berekley, from that same time when Phil was there. One wonders...
Does this help?
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