HTTPS aims at securing communication over the Web by providing a cryptographic protection layer that ensures the confidentiality and integrity of communication and enables client/server authentication. However, HTTPS is based on the SSL/TLS protocol suites that have been shown to be vulnerable to various attacks in the years. This has required fixes and mitigations both in the servers and in the browsers, producing a complicated mixture of protocol versions and implementations in the wild, which makes it unclear which attacks are still effective on the modern Web and what is their import on web application security. In this paper, we present the first systematic quantitative evaluation of web application insecurity due to cryptographic vuln...