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11 People Share Their Most Awkward Crushes Ever

5. The slow burn

I once bought a girl (with my mom’s money) a small box of chocolates for valentines day IN THE 5TH GRADE.

Then a little bit later on, like 6 YEARS later, she came up to me and hinted that she wanted to go out with me.

We hadn’t even talked like at all in those 6 years

4. Let’s get physical

I was getting over a stint in the hospital and dropped a lot of weight and muscle mass during the stay. I needed to monitor my health and diet carefully so I was signed up for a program for personal fitness training and meal planning.

It helped immensely and I ended up feeling better than ever down the road. However, my PT halfway through became a bit too observant with my progress.

He’d make breathless observations about my legs and hips, then stomach. I thought it might have been crossing a line of some sort when he starting becoming more “detail oriented” in measurements.

He told me the truth one day that he felt like I was his project and that he became seriously fond of where I was going physically.

I really could have ended his job right then and there and save myself some dignity, but like the raunchy fool I am it just turned me on. I didn’t indulge in it however, but backed out of the program quietly before I got myself into a mess.

3. Hi!

Here’s a different spin on most of the stories I’m seeing. For clarity, I’m a female.

In Junior High, I stayed after school with 3 of my friends for some reason. When we were waiting for one of our parents to pick us up, there was another group of 3 or 4 girls waiting in the school lobby after they had volleyball practice. All of us were chatting with each other, we introduced ourselves, laughing about this and that, and eventually we all left.

The next day at school during a class, I’m walking down the empty hall when one of the volleyball girls comes around a corner and starts walking towards me. Recognizing her, I say “Hey Sarah!” and sort of wave, she kind of responds awkwardly as we pass each other. That was that.

The following evening, I’m sitting in the stands at our Junior High gym watching a basketball game with some other friends of mine. I stand up and turn around to rifle through my bag for something when I see her sitting behind me. I give her a big smile and say “Hi!”. She looks at me strangely and asks “Why do you keep saying hi to me?” I realized then that she must not have recognized me from that day after school. Embarrassed as hell, I didn’t offer an explanation and I just left.

Fast forward a few weeks. I start dating this older senior guy and we’re walking hand-in-hand down the hallway in between classes. Kids are all around talking, yelling, slamming lockers. I notice out of the corner of my eye that we’re walking right past Sarah. Her eyes are glued to our hands and she has this confused look on her face.

I find out later that she asked one of my friends if I was gay.

tl;dr – Girl in high school thought I had a lesbian crush on her.

2. Wait for it…

Several years ago, there was a girl who lived in the apartment above mine. She was a nice enough girl, but pretty severely lacking in social skills (home-schooled by super-conservative mother in small-town Oklahoma).

I’m a pretty friendly guy, so I would say hi to her in passing, or make small talk whenever I saw her around. Apparently, not many people had done this with her, so she took this as a sign that we were “meant to be” (despite multiple statements on my part that we would never be anything more than friends).

By the time I moved, she was stopping by my apartment to hang out at least 4-5 times per week, usually within about 10 minutes of when I got home. There were a few times when, if I was late coming in from work, she would be sitting in front of my door waiting for me. One time, she even admitted to waiting over an hour for me to come home.

We swapped numbers when I eventually moved, but unfortunately, I somehow “misplaced” her number during the moving process. She added me on Facebook a couple of years ago, but I really haven’t heard much from her since then. I’m kinda hoping it stays that way….

1. This sounds like a movie plot

In this village there was a couple, they had some horses, one of them got sick. As a horse lady I offered my help and went there a few times.

They had a harvest ball and I attended, danced valce with the guy. The couple divorced pretty soon. This old guy started hitting on me, which I rejected kindly.

Now, months later, I hear that whole neighborhood thinks I’m pregnant with him and dating him for money. And the woman actually left the guy cause she was jealous – over me. The guy has such a crush that he won’t tell anyone the truth (which is that I’m absolutely not willing to anything with him).

This is awkward.

Texts From Last Night

Written by Texts From Last Night

Remember that text you shouldn't have sent last night? We do.