Mr. Cycloid is a spirograph for 1980's early B&W Macs.
Painter 2.0a and PainterX2 2.0 This is the second iteration of one of the best early color painting app for 68K Macs in the early 90's See also from the same time period: Adobe Photoshop 3.0
Procreate Painter 7 is is a painting application that lets you simulate natural media tools, from felt pens, charcoal, and colored pencils to watercolor and oils.
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