Some openers fail because they are bad. These fail on purpose, which is a different and much more useful thing. This is our collection of awkward pick up lines, ranked by reader votes — lines that trail off, overshare immediately, or say the quiet part far too loudly. They work precisely because the other person can see the trainwreck coming and finds it endearing anyway. Useful if confidence is not your strong suit and you would rather lean into it than fake something smoother. Deliver them badly. That is genuinely the correct approach here.