At the end of dinner on our 1st date, a band of waiters came to our table singing to me with cake. I thought it was a mistake (my b-day was 8 months away), but they knew my name! After the song I blew out the candle so they would go away- I was so embarrassed. When I gave my date a WTF look he said he does it all the time to get a free dessert!
I woke up in bed next to my date with what I thought was a cold sweat. It turns out that you are never too old to pee the bed. I slept in my date's pee.
I took this girl to dinner and then we decided to take a walk in the mall. When we walked past the jewelry store she pulled my arm and asked if we could go inside to try on engagement rings. It was only our third date.
My now ex, took me out for my birthday. When I expressed where I'd want to go (an inexpensive bar/grill place) he said, "That place probably sucks" and took me to one of his favorite restaurants, which wasn't even that good. Finally, at the end of the night I thanked him for my birthday dinner and he said, "Wait it was your birthday?"
I met this guy on line at the DMV. After spending 2 hours together waiting to be called he asked me if I wanted to get lunch. There was a restaurant right next door. When the check came he said that he didn't have any money. He explained that he had just used all of his cash on new license plates...that was why he asked me out to eat.
I was out to dinner with a guy (he made the reservation). Things were going well and I was enjoying myself. At the end of the meal the waiter put the bill down in front of my date. After a few minutes went by, he started slowly pushing it towards me with his elbow. It was so awkward, I took out my wallet and paid. He didn't even offer to split it!
Several years back I went on a date with a man who showed up wearing a Santa suit... In the middle of the summer. I made a nasty remark about how I was really not interested in dating any weirdos & turned to leave. He explained that he had just been volunteering at the children's hospital for a Christmas in July party. I felt like such a bitch!
On our 1st date she mentioned that she liked Swedish Fish candy. Things went well that night (she invited me back to her place). Second date I decided to bring her a pack of Swedish Fish. She seemed really happy to see me when she walked into the restaurant, but when I handed her the candy she told me that I was moving too fast and she left.