A method and apparatus provide a virtual clothing wearing service based on deep-learning. A virtual clothing wearing server based on deep-learning includes a communicator configured to receive a user image and a v clothing image; a memory configured to store a program including first and second deep-learning models; a processor configured to generate an image of virtually dressing a virtual wearing clothing on a user. The program is configured to: generate, by the first deep-learning model, a transformed virtual wearing clothing image by transforming the virtual wearing clothing image in accordance with a body of the user in the user image based on the user image and the virtual wearing clothing image, and generate, by the second deep-learning model, the virtual wearing person image by dressing the transformed virtual wearing clothing on the body of the user based on the user image and the transformed virtual wearing clothing image.