1) Something politicians or political groups do. They agree with something then later disagree with it, then later agree with it again an unspecified amount of times.
2) Something members of the opposite sex do. They flirt with you then ignore you, as if they are flip-flopping about whether they like you or not.
1) The Greens are often flip-flopping on many issues, eg illegal drugs. They said they would legalise them, now they say they will not.
2) "Man, that guy is a flip-flopper of the highest degree. He asked me out on Friday and on Monday he told me he was getting back with his ex."
When two men are having sex, flip-flopping means to penetrate and to fuck each other’s anal one after the other. It often implies a longer sex; not to fuck and to reach to the ecstasy one by one, but to continue the cycle to stop fucking then to get fucked.
My fellow Americans, you know you can trust me more than that flip-flopping Democrat Clinton when I tell you this was in Iraq was about freedom, no, hold on a moment, it was about weapons of mass destruction, no, hold on, it was for democracy, no, it was about the Kurds, yeah, that was it, it was about the Kurds. Not about oil or God or any of that stuff. Excuse me, I'm off to bed now.