The Portable Document Format (PDF) is the de-facto standard for document exchange worldwide. To guarantee authenticity and integrity of documents, digital signatures are used. Several public and private services ranging from governments, public enterprises, banks, and payment services rely on the security of PDF signatures.In this talk, we present the first comprehensive security evaluation on digital signatures in PDFs. We introduce 3 novel attack classes which bypass the cryptographic protection of digitally signed PDF files allowing an attacker to spoof the content of a signed PDF.We analyzed 22 different PDF viewers and found 21 of them to be vulnerable, including prominent and widely used applications such as Adobe Reader DC and Foxit. We additionally evaluated 8 online validation services and found 6 to be vulnerable. These results are due to the absence of a standard algorithm to verify PDF signatures – each client verifies signatures differently, and attacks can be tailored to these differences. We therefore propose the standardization of a secure verification algorithm, which we describe in this paper. All findings have been responsibly disclosed and the affected vendors were supported during fixing the issues. As a result 3 generic CVEs for each attack class were issued (CVE-2018-16042, CVE-2018-18688, CVE-2018-18689).