Ahh, these drawings make my heart sing with nostalgia!!! They were done in the now-defunct OekakiBBS. This online drawing app was my first serious foray into digital art. It helped me make a relatively easy transition into Photoshop.
OekakiBBS was the bomb. You could have your own website where people could draw and post pictures they did in Oekaki, and others could comment on it. It was basic HTML coding but highly customizable. I'm so sad this isn't a thing anymore. Communities were so much more tight-knit back then. There was a tremendous overlap with Deviantart and (the also defunct) Sheezyart. What a time to be alive that was!!!
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