What Was the Most Cringe Way That Someone Ever Tried to Ask You Out?
Am I the Genius?
amithejerk.com
4.6 • 769 Ratings
🗓️ 30 November 2025
⏱️ 24 minutes
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| 0:00.0 | What was the most cringe way that someone ever tried to ask you out? |
| 0:05.5 | In the seventh grade, I was a very awkward child. Kind of chubby, no fashion sense, and my face |
| 0:11.3 | generally resembled that of a gorilla. I'd already accepted the fact that boys weren't going to |
| 0:16.5 | like me. One day I was hanging out with a guy friend, Richard. Richard was a sweet kid and pretty cute, |
| 0:21.9 | and I'd met him through another friend. It was just Richard and me chilling in a hallway when he |
| 0:25.9 | suddenly asked me to the school dance that was happening on a Friday. I couldn't believe it. A cute guy |
| 0:31.5 | had just asked me to a dance? Are you sure this was real life? Say yes, you idiot. Say yes. So, of course, I did what any reasonable |
| 0:39.2 | 13-year-old girl would do. I screamed and ran away. Richard didn't want to hang out with me |
| 0:44.6 | again after that, and I still feel bad about it to this day. A decade later. Went to a guy's |
| 0:50.8 | house to do a project in high school. It involved the internet, and while he sat |
| 0:54.7 | next to me, I tried to navigate to Google. Unfortunately, the address bar auto-filled and took me to |
| 1:00.5 | his last Google search. Page two of results for my name. Every link had been clicked. We both just |
| 1:08.1 | sat in silence. I think he should have said, well, I had to make sure you |
| 1:11.6 | weren't a murderer before letting you into my house. I mean, he would have still been creepy, |
| 1:15.8 | but you'd be the suspected murderer. I managed a cafe that was located about an hour or something's |
| 1:21.6 | drive from my house. There was this guy you had it really bad for me. He came in a couple of times |
| 1:26.6 | a day and refused to be served by any of my staff. Just me. Anyway, as if that wasn't bad enough, one day during the winter, it got very icy, so I decided to not drive home, but stay in a B&B instead. Safety and crap, you know? Don't ask me how, but he found out and stayed in the same B&B. I was woken up by him banging on my door. When I opened, he stands there fuming about how I don't trust him, or why else would I lock the door to my room during the night? Now, who doesn't lock the door in a B&B? Also, well, Duh, guess what? He obviously tried the door. What the frick, man. Also, by the time I made it to work |
| 2:02.1 | the next morning, a two-minute walk from the B&B, he had already managed to tell a good portion of |
| 2:06.7 | the townies that he and I had spent the night together. This guy actually scared the crap out of me. |
| 2:12.1 | I regularly passed up other people working on the same street to not have to walk to the parking lot |
| 2:16.7 | alone. I'm not working |
| 2:18.2 | there anymore, and since I'm living far away, I saw him driving through my town last summer once, |
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