As Chinese calligraphy moves into today’s world, it is interestingly divorcing itself from its original nature. Calligraphy is clearly being affected by the multi-dimensional culture of our time, which has set off many experiments in the exploration of new possibilities for this traditional art. These experimental works attempt to align themselves with contemporary art, and they essentially deviate from traditional calligraphy. Set against the long history of Chinese calligraphy, this recent development is a radical change, unique in calligraphic history. It is this author’s opinion that, while it is necessary to break age-old constraints, the distinct forms and materials of calligraphy should be acknowledged and used in adapting to the new era. By examining calligraphic schools and exhibitions in China, Japan, and Taiwan in recent years, this paper intends to illuminate how the art of calligraphy is transforming itself in the present-day world.