Through social media, youth can reflect on their relationship with a deceased family member or friend and facilitate an attachment with the deceased in meaningful ways (Williams & Merten 2009). Social media may fill a role in sharing tributes, memorialisations and advocacy for those who have died. The content produced as part of these mourning practices may look different on various platforms. On TikTok, for instance, textual, audio, video, photographic and musical elements can be combined to share grief experiences or connections with others. In this chapter, I focus on the role of playfulness in grief expressions on TikTok within the framework of memefication and connectivity among youth in socially mediated spaces. Of TikTok's 1 billion monthly active users, roughly two-thirds of its user base is between 10 to 29 years old (Wallaroo Media, 2022). This high concentration of youths on the platform indicates a necessity to understand its user base further, especially in communities dealing with existential issues.