In implementations of systems for generating images for virtual try-on and pose transfer, a computing device implements a generator system to receive input data describing a first digital image that depicts a person in a pose and a second digital image that depicts a garment. Candidate appearance flow maps are computed that warp the garment based on the pose at different pixel-block sizes using a first machine learning model. The generator system generates a warped garment image by combining the candidate appearance flow maps as an aggregate per-pixel displacement map using a convolutional gated recurrent network. A conditional segment mask is predicted that segments portions of a geometry of the person using a second machine learning model. The generator system outputs a digital image that depicts the person in the pose wearing the garment based on the warped garment image and the conditional segmentation mask using a third machine learning model.