Abstract: Current summarization systems only produce plain, factual headlines, far from the practical needs for the exposure and memorableness of the articles. We propose a new task, Stylistic Headline Generation (SHG), to enrich the headlines with three style options (humor, romance and clickbait), thus attracting more readers. With no style-specific article-headline pair (only a standard headline summarization dataset and mono-style corpora), our method TitleStylist generates stylistic headlines by combining the summarization and reconstruction tasks into a multitasking framework. We also introduced a novel parameter sharing scheme to further disentangle the style from text. Through both automatic and human evaluation, we demonstrate that TitleStylist can generate relevant, fluent headlines with three target styles: humor, romance, and clickbait. The attraction score of our model generated headlines outperforms the state-of-the-art summarization model by 9.68%, even outperforming human-written references.