Most Embarrassing High School Story


The end of August/beginning of September always reminds me of the start of a new school year, specifically the beginning of high school. Today, I thought I would share something a little different on the blog but one that is funny and will hopefully let us get to know each other better.

I remember being so excited to go to a new building, getting a full locker and not the ones that were on top of each other like in middle school and being able to wear my backpack all day. I believe that is no longer allowed, but we could carry our backpacks around because sometimes we didn’t have enough time to swap books at our lockets if you had class on opposite ends of the building.

I remember spending days picking out my first day outfit, making sure I picked something that would be classy, but still trendy to prove to everyone in my grade that I had grown up and to prove to the older kids that I was cool and could hang with them, too. I found the perfect shirt from Macy’s that was a khaki color with lots of buttons in the front and paired it with a pair of Abercrombie & Fitch jeans that fit perfectly. I was so pumped.

Enter the first day of school and the embarrassing part of my story.

I got dressed that morning in my perfect outfit (I’m sure my mom has a picture of it somewhere but don’t think I could share it on the internet because looking back on it, why would I wear a khaki shirt?! It is so not the right color for my skin tone), ate breakfast and headed off to school. I was armed with my books, new notebooks and my schedule for the day. I had gone the day before with my mom and mapped out where each of my classes were, so I knew exactly where to go throughout the day.

I first headed into Honors Biology, which I was nervous about because I am not a science person and it is typically taken by sophomores but my guidance counselor suggested I take it. In I walked, armed and ready to go.

I sat dumbfounded by this class. The teacher was super intense, our book was HUGE and thick, there were more sophomores than freshmen, and I only knew one other person in my class. Thankfully, he was one of my good friends, so at least we had each other. (Looking back, I credit honors biology with teaching me how to study. I could get away with studying not in a super organized way in middle school, but I really had to work in this class. It also taught me how to properly take notes so I would retain the information, which helped me exponentially in college).

After class, I went to the bathroom, took a deep breath and tried to hide the fact that I was sweating profusely. And then, as I was washing my hands, a girl from my class (her name was Margaret and I will never forget this moment!) turned to me and said, “Oh, Jess, your shirt is inside out!” and held my tag that was showing on the outside.

Immediately, I turned red and ran back into a stall to turn my shirt back to the correct way. I was mortified.

Luckily, someone helped me at the beginning of the day and I spent the rest of my first day of high school looking more like a respectable human. But, whenever I think about high school, this is usually one of my firs thoughts. I actually still get a little anxious and panicky thinking about it. It may be a small embarrassing moment from high school (I do have others, like the time I was called out for an award, turned around to give a big wave to the audience and tripped over my own feet and fell) but this one takes the cake because it was the first day, I felt so strong and then realized I looked like an idiot for the first hour of the day.

Like with all embarrassing stories, it’s certainly funny now and made me realize that we all go through embarrassing times and that there will always be someone there to help you.

What’s your most embarrassing story?

An Embarrassing High School Story....I Survived

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