No one really likes a first date, unless you’re some kind of masochist. After all, pretty much all first dates are embarrassing in some way, but few make it to the level of deep, uncomfortable cringe that these Redditors shared. Grab the popcorn and prepare to white-knuckle it through these tales of brutally awkward dates.

1. Blinded By The Dawn

In my second year of college, I was pulling an all-nighter at the same time as one of my friends, who was very cute. We weren’t in the same place, but we kept messaging over Facebook. It was really nice just talking with her. I had been single for about two months and was feeling confident. When dawn hit and our papers were done, she asked me out for celebratory breakfast.

I looked like I had just finished an all-nighter, and she looked radiant. As our breakfast went on, we talked, laughed, and the caffeine begins to mix with the satisfaction of completing my work for the semester. I’m feeling like I’m in a really good place. The sun is starting to fill the windows of the restaurant we’re in, and there’s this warm light everywhere.

She smiles coyly and asks me if I’m over my ex. I smile, say I am and I’m already thinking about who I’d like to ask out next. She smiles even broader and asks me who that is while touching me on the hand. And I said the stupidest thing possible. “Her name is Rebecca and she was in one of my history classes.” Distinctly, this was not the girl I was out to breakfast with.

She looked devastated. At the time, I had no idea why. Realizing the mood had changed I quickly said, “I’m sad the semester’s ending soon, but I’ll see you in the spring!” I ran back to my dorm, ending what I would later learn was the first date with my future wife.


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