What is the Most Awkward Moment You’ve Experienced?

Awkwardness is a feeling I don’t really feel very often. I think I’ve spent far more of my life intentionally making other people feel awkward so I guess its just something I’m blind too. I’m not very easily embarrassed either, but every now and then I do something really stupid and I’m never able to forget about it.

The best awkward moment I’ve had in my life was probably 2-3 years ago. I was at the mall, like an hour away from my house and I went into the store and this girl that worked there was just being really friendly to me. It was getting to the point where I thought she might be interested in me. I didn’t really notice this until after I had bought all my stuff and left. I kind of kicked myself for not asking her out. I’m not sure if its creepy to ask a girl out after a 10 minute conversation or not. It wouldn’t have been 10-20 years ago in the modern world I’m not really sure, but I’ve heard that women know within a few seconds whether they’re interested in you or not.

So, I went into work the next day and I told some of the people I worked with about this encounter. I worked with a lot of girls at the time, so they sort of motivated me to go back some day soon and ask her out. So over the next few days I got all pumped up to go back to the store and do it.

So, the day came and I went in there and had a small chat with her again and I liked my odds this time and I asked her out. When I asked her I could tell she wasn’t expecting it at all and then of course she told me she had a boyfriend. A pro would’ve found that out the first time I met her. Anyways, she went on about how flattered she was that I had asked, but unfortunately she was taken. At that point I had no idea what to say so I basically just walked out of the store without saying anything.

At this point I felt about as stupid as I ever felt. I got into my car and turned it on and the AC/DC song Shot Down in Flames was playing on the radio. It was so ironic that all I could do is laugh. Sometimes the universe tells you things just a little too late. If that song happened to play before I went in I probably wouldn’t have even attempted it, like it was a bad omen or something. I was never able to go into that shop again. Every now and then I went into the mall and saw the same girl working there, but was never able to go in there and apologize for the awkwardness. It may have just made things worse in the end anyway.

The moral of the story is, never ever take any chances in life. All that it does is bring you embarrassment.

What is the most awkward moment you’ve had in life?