@MakeMeABird,
For some reason, I am sensing that the Craig list happened "before" you, is that correct? Yet, he told you he had only had sex once before you?
If this is correct. Let's reverse it. You have had 20 sexual encounters, meet some guy, really like him, have a discussion and tell a white lie , "I've only had one boyfriend", you do this because if you were to state the reality, he wouldn't even go out with you. Not that I like lying, for me I would simply state nothing, as it's not their business, so this is hypothetical .
If, he was doing this "before" being your boyfriend, perhaps that is why he never disclosed it. Same reason.
If I am wrong, then he's a straight out lier .
Regarding talk on face-book. Maybe he thinks he's a big shot, mouths off, it's possible it's "all talk" but even then you have to wonder why he degrades women, why he feels that are a piece of meat and why you should even be a part of anyone's life, that thinks like that.