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TIFU by losing my cellphone at the grocery store

TIFU by asking my girlfriend what she calls her private parts

So this happened about 10 years ago now. For context, Me and my at the time girlfriend were both in High school at a boarding school with strict curfews and rules against the opposite sex being in your room. They would check your room every night at 10 to make sure everybody was present and where they were supposed to be. The building was 4 floors high and there was a security guard at night in the first floor to ensure everybody was staying in their rooms. The bottom two floors were reserved for the girls, the top two for the boys. So basically as long as you weren't placed in the first floor you could do what you wanted because the security guard would rarely walk around. Bear with me, this is important later.

So I started dating a girl that I had known for some time. After a few weeks we started trying to sleep in each other rooms after curfew, but unfortunately she was in the first floor, and I was in the third floor. So she couldn't just come up after they checked all the rooms. So eventually she figured out that her roommates could just tell the person that did the checking that my GF was showering, but she would already be with me upstairs before the security guard arrived. This worked for a while. We eventually got caught, but that's a hole different story.

So after a few weeks of doing this and staying in my room sleeping together, not having sex, we started to entertain the idea of having our first time together. I agreed, and we decided to try the following night. Well I was nervous because she was basically my first for everything, my first kiss, my first date, my first GF. So because I didn't want to seem unprepared, I tried googling how it should go down and what exactly the steps were leading up to this. Well, I eventually found a video on YouTube that basically explained the entire thing.

It wasn't that I was unfamiliar with the mechanics, but I didn't really know what I should say and how we get started. So I watched the video multiple times and tried to remember everything. Well, the next night came, and I felt prepared. I was going to follow the exact steps of the video and this would be great. We started getting into it and started taking our clothes off. Then I remembered how the video made a big deal out of asking your partner what they call their private parts. In the video, they gave their private parts animal names, so I thought this would happen here too. So I asked: "What exactly should I call it?". Well, she looked confused and didn't know what to say. She said she didn't know, and I started getting the sense that it was getting awkward. I asked again:" What exactly do you call it?". We stopped, and she told me to just use the normal terms. That wasn't what I was expecting because that did not happen in the YouTube video. She got the sense that this wasn't the answer I was looking for, and she asked what I answer I was expecting. I got bright red, and I tried playing it off as a joke. I didn't want to admit that I was just basically following a guide from YouTube on how to have sex for the first time. I felt so embarrassed and couldn't look her in the eyes anymore.

15-year-old me did not know how to deal with this situation and wanted to disappear into the ground. Well I wanted to ask her to leave, but well she couldn't. She was trapped up here because of the security guard until morning. So the rest of the night I tried avoiding any conversation or eye contact. The next morning came and she left. We never talked about it again, but we did continue dating for a couple of months. This memory haunts me to this day and I feel cringed out every time I think about it.

TL;DR: I asked my GF what she calls her private parts because I followed the exact guide of a YouTube video on how to have sex for the first time. I expected to get an animal name as a response but got no response and made both of us feel awkward.

Edit: Formatting

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