Virtual Try-On (VTON) promises to transform the apparel e-commerce industry, offering benefits for shoppers, businesses, and the environment. This workshop will address three key challenges that must be overcome to realize VTON's full potential: achieving high-fidelity, rapid video try-ons; accurately predicting 3D garment size and improving 3D human body reasoning; and defining robust metrics for synthesis quality that avoid offensive results across diverse demographics. Addressing these VTON-specific challenges will necessitate fundamental advancements in generative image and video synthesis, offering broader impact within the computer vision and machine learning communities.