This article examines the growing tension between protections for political satirical expression under article ten of the European Convention on Human Rights (ECHR) and emerging European regulatory efforts to combat disinformation through content moderation in the Digital Services Act (DSA). In this study, the case law from the European Court of Human Rights (ECtHR) have provided insights into the scope and contours of protected political satire under the ECHR, showing that the Court’s jurisprudence indicates strong protection for political satire. Meanwhile, in the social media landscape today, satire is merging with disinformation, not least around elections, potentially creating a “loophole” to spread malicious disinformation disguised as satire. Both human and automated moderation systems can easily misclassify such content, and the risks for over-removal as well as under-removal are imminent. This article therefore argues that while protection of satire and parody is essential in a democratic society, the use of it for malicious purposes speaks to the need for regulatory clarifications on how to conduct efficient content moderation to avoid over-moderation and a chilling effect on political satire, while still identifying and mitigating risks under the DSA.