Last year, my brother and I were hanging out with two girls from work in the city. We took the ferry over to Manhattan and we were all talking. I had slight crush on one of the girls and was thinking of asking her to my school's prom. However, her personality was a bit shallow, as she was talking about all these "cute" ex-boyfriends she dated and how she refused to date one of her friends because he didn't drink or party. While she and the other girl were laughing about what she said, I subtly leaned over to my brother and said, "Looks like I won't be asking her to prom." One of the girls noticed and asked what I said to him. Instead of making up something, my brother flat out said, "He wanted to take you out to his prom". It got REALLY awkward, as we all looked around the ferry and were completely silent. Then the girl said, "Yeah...I like to drink and party". I was so embarrassed, lol

Last edited by BlueElephantKing on 06 Nov 2012, 9:21 pm, edited 1 time in total.