If you just installed Mono
Please open Terminal and type in:
/Library/Frameworks/Mono.framework/Versions//bin/mozroots --import --sync
(The Mono framework has its own trusted root certificates store. Currently (at mono version 4.2.4) this store remains empty after installing Mono on OS X. Fiddler uses the certificates in this store to validate the certificates of the websites visited. So you need to populate this store with a set of commonly trusted root authorities to avoid getting constant certificate warnings from Fiddler. The mozroots tool imports trusted authorities from the Mozilla LXR. )