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1.
When you feel awkward about a situation and ask some other person's opinion about it and things suddenly become more strange than before causing you to ask another swamp-question, which will eventually pull you deeper and deeper in the swamp.
*You kissed a girl's head on a party and later on ask her if she was pissed at you*

Boy: "Hey, remember when I, like, kissed your head?"
Girl: "Yeah sure"
Boy: "So, uh, are you pissed at me for doing it, 'cause you've not been talking to me for days now"
Girl: "Why should I? Didn't it use to be a friendship-kiss?"
*feels strange now*
Boy: "Yeah of course it was, was it to you? (Shit, I'm quite good at asking Swamp-Questions...)"

etc.