Describe the worst date you've ever been on. Several years ago while working in a supermarket I became interested in a co-worker. I made small talk for a bit and then asked her if she'd like to have lunch with me next Saturday. She said that she would and we made it a date. When I showed up at her house she was outside hanging out with some guy. I didn't think too much of it, and I got out of my car and asked her if she was ready to go. She said "Sure, but is it OK if my boyfriend comes with us?" I was like "WTF mate?" Even he was like "WTF is this dude?"