Artificial intelligence powered styling agent

A system comprising:

• one or more processors;
• and
• one or more non-transitory computer-readable media storing computing instructions, that when executed on the one or more processors, cause the one or more processors to perform:
• receiving stock images comprising an anchor garment;
• automatically identifying the anchor garment and complementary garments within the stock images;
• selecting an image of the stock images in which a mask area of a first complementary garment of the complementary garments as a ratio of an area of the anchor garment is largest over other complementary garments of the complementary garments, wherein the mask area comprises a pixel-level segmentation mask area generated by a semantic or instance segmentation model;
• performing an image search, using the image, in an item catalog for similar garments to the first complementary garment;
• and
• displaying, on a user interface, an avatar wearing the anchor garment and at least one of the similar garments.