Fast and accurate transient stability analysis is crucial to power system operation. With high penetration level of wind power resources, practical dynamic security region (PDSR) with hyper plane expression has outstanding advantages in situational awareness and series of optimization problems. The precondition of obtaining accurate PDSR boundary is to locate sufficient points around the boundary (critical points). Therefore, this paper proposes a space division and Wasserstein generative adversarial network with gradient penalty (WGAN-GP) based fast generation method of PDSR boundary. First, the typical differential topological characterizations of dynamic security region (DSR) provide strong theoretical foundation that the interior of DSR is hole-free and the boundaries of DSR are tight and knot-free. Then, the space division method is proposed to calculate critical operation area where the PDSR boundary is located, tremendously compressing the search space to locate critical points and improving the confidence level of boundary fitting result. Furthermore, the WGAN-GP model is utilized to fast obtain large number of critical points based on learning the data distribution of the small training set aforementioned. Finally, the PDSR boundary with hyperplanes is fitted by the least square method. The case study is tested on the Institute of Electrical and Electronics Engineers (IEEE) 39-bus system and the results verify the accuracy and efficiency of the proposed method.