We are proposing a new system to enhance the tactile experience of digital painting hat includes multi-strokes for different painting needs. In this paper, we describe how FlexStroke is used as a Chinese brush, an oil brush, and a crayon by changing the jamming tip. This tip has different levels of stiffness based on its jamming structure. Visual simulations on PixelSense[3] jointly enhance the intuitive painting process with realistic display results.