'Wisest of the Maiar was Olórin. He too dwelt in Lórien, but his ways took him often to the house of Nienna, and of her he learned pity and patience.
Of Melian much is told in the Quenta Silmarillion. But of Olórin that tale does not speak; for though he loved the Elves, he walked among them unseen, or in form as one of them, and they did not know whence came the fair visions or the promptings of wisdom that he put into their hearts. In later days he was the friend of all the Children of Ilúvatar, and took pity on their sorrows; and those who listened to him awoke from despair and put away the imaginations of darkness.'
JRR Tolkien: The Silmarillion: VALAQUENTA: Account of the Valar and Maiar according to the lore of the Eldar
Painted in watercolour.
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I like this picture, a good idea how Olorin might be in the Undying Lands, and how diffrent he was than Gandalf later. And his face half hidden in shadows, this makes him more mysterious, which is pretty obvious to what he really were, and how he seemed to be for the people of Middle Earth.
I admit it was fun to speculate what he may have looked like, as it really is open to interpretation. I quite like how he turned out; I think it's in the right ballpark (for my imagination), but whether it speaks for others is not for me to say! Thanks for commenting as always
Another interesting question I have been thinking about: What did Gandalf look like after he returned to Aman. I like to imagine that he didn't simply shed his Istar form to assume some fair young elf-like appearance again, but that his body in which he toiled so much in Middle-earth and was instrumental in the defeat of Sauron was very honoured and he chose to retain it (after all, Galdalf the White seemed already glorified compared to the old Gandalf and seeing him for the first time was like a foretaste of something from the Blessed Realm).