Based on focus groups with 77 boys, girls, and non-binary teenagers across Yorkshire, this chapter explores young people’s engagement with menstruation on social media and in news media. It focuses on memes, news stories, and advertisements. This chapter argues that social media and news media perpetuate misinformation, menstrual stigma, and a narrow view of lived experiences of menstruation. This chapter demonstrates that, through minimising menstrual pain and portraying a monolithic view of menstruation, advertisements can negatively impact the wellbeing of girls and other young people who menstruate. Nevertheless, this chapter also indicates that the visibility of menstruation on social media and news media is encouraging young people to view menstruation as a normal topic of discussion. Memes, for example, albeit sometimes perpetuating pejorative stereotypes, are having a positive influence on young people through encouraging them to question menstrual stigma, feel a sense of collective identity, share their menstrual experiences, or engage in mixed-gender discussion about menstruation. Hence, as this chapter argues, it is humour, rather than explicitly politically driven communication, that is most significantly contributing to both the normalisation of menstruation and young people’s perceptions of menstrual experience.