We had been flirting for a little bit and she clearly had crush on me(confirmed for sure a few days later when she accidentally sent me a text meant for someone else). Day of the date she randomly had a friend show up from out of state. She didn't want to cancel so she asked if the friend could come too. IDK why but I said yes. They ended up talking to each other a lot, and basically ignored me. So that was awkward.

My worst dates came later in life with online dating. It sucks seeing a girl for the first time in real life and seeing that she used pictures in her profile that were multiple years and 75 lbs ago.