A model of two thinking paths is developed in this article. Early researchers of computer aided for product design focused their attention on sensation of consumers on product appearance to meet the consumer need. However, these generative rules of digital form did not consider the thinking process during design concept development. The experiment was designed to explore the concept transformation of two thinking patterns, and the shape generation in design thinking developing. The martini wine cup had been selected as a design target to collect the data. The model of two thinking paths was then developed based on results of the design thinking experiment. An experimental system, called thinking pattern-based generation system, a.l.a. ThinkGen, was then implemented to test the model.