Increasing demand for fashion recommendation raises a lot of challenges for online shopping platforms and fashion communities. In particular, there exist two requirements for fashion out t recommendation: the Compatibility of the generated fashion out ts, and the Personalization in the recommendation process. In this paper, we demonstrate these two requirements can be satis ed via building a bridge between out t generation and recommendation. rough large data analysis, we observe that people have similar tastes in individual items and out ts. erefore, we propose a Personalized Out t Generation (POG) model, which connects user preferences regarding individual items and out ts with Transformer architecture. Extensive o ine and online experiments provide strong quantitative evidence that our method outperforms alternative methods regarding both compatibility and personalization metrics. Furthermore, we deploy POG on a platform named Dida in Alibaba to generate personalized out ts for the users of the online application iFashion.is work represents a rst step towards an industrial-scale fashion out t generation and recommendation solution, which goes beyond generating out ts based on explicit queries, or merely recommending from existing out t pools. As part of this work, we release a large-scale dataset consisting of 1.01 million out ts with rich context information, and 0.28 billion user click actions from 3.57 million users. To the best of our knowledge, this dataset is the largest, publicly available, fashion related dataset, and the rst to provide user behaviors relating to both out ts and fashion items.