Awkward Memories | the funniest collection of awkward stories and embarrassing moments in the world ever! Seriously, these are painful. You are reading this. That makes you weird. Submit your own awkward memory to us.

Tag: awkward

  • Social Interaction Rejection

    I was just recalling this event with a friend the other day when it hit me that this was 1.) awkward and 2.) a memory. Perfect! This is short and sweet. When I was in high school, I kind of knew this girl named, “Bernadette.” Bernadette played the clarinet in our high school band and […]

  • passive income

    I work part time at a copy & print center. It stays pretty busy, and at times I’m the only person working in it. One evening this older guy walked up to the counter. He looked a little awkward, but he greeted me very happily and professionally. He had a small stack of papers (maybe […]

  • the bathroom bully

    To give some background, this story goes back to the early 70’s, when I was in elementary school.  At that time, the government subsidized a part of the public school lunches, which meant that each student had to pay less to buy his lunch. Because of that, the price for lunches was only $.60 and […]

  • happy mother's day!

    My family went out for lunch at a new restaurant in town. It was Mother’s Day and the place was packed. We all treated ourselves to margaritas and were having a lovely time. But that’s when it happened. My dad (bless him) has a naturally loud voice, and when he has a drink it tends […]

  • the children's dressing room

    First of all, I am a pretty short person and I have a young face. My whole life people have thought I was younger than I actually am. So when I was about 15, my mom and I were shopping and I went to try on some clothes. In this store, they had a section for women, which split into two sections: one for adults and one for kids. After going through the quick process of getting into the dressing room, she directs me towards the right section that I’d never been to: the kids section. I was very confused. There isn’t a sign that differentiates the two sections, but I could tell it was the kids section by the much smaller stalls and bunches of five year olds with their agitated moms. I hesitated to go there. ‘The kids section? Come on! I’m 15!’ I thought. But she looked at me as if she was thinking ‘Go ahead kid! What are you waiting for?’ I went ahead to the kids section feeling very…awkward. Later I heard my mom calling for me, and I told her where I was. When she walked up, she herself was confused. ‘WHY are you over here?’ After that I was very tempted to make a shirt that said how old I was to wear everywhere I went. People were always acting as if I was kid! Amelia – Somewhere

  • uh…ok…

    Oh my goodness, this was actually the most awkward moment, ever, ever. ewwww. Ewww. I was going into work one day late and the place I was apprenticing at the time only had the owner there and two sections to the shop, an office section with a desk and computer and a work section for customers. So I texted emmm….we’ll call him Hubert and said I’d be late. I arrived at 10.30am and walked in, he was sitting with his head on his hand on the computer looking SO bored, I was like hi, hi, how’s it?? and walked on in. On the way past the computer which was angled at me as I walked into the customer section I glanced at the screen and saw that he was just…watching porn. Just sitting there impassively staring at the screen but was frantically clicking at the mouse to try and close the window. I was totally grossed out and thought ok, I’m going to pretend I didn’t see that and stay here for a minute until he clicks that off an then I’m going to just pretend NOTHING happened. He clicks it off and gets up, but is really embarrassed and flustered and in his flustered-ness(word??) he goes ‘Oh, I was just watching porn there, so I was’ ……I was like…..’Uh……ok’ O_O Yeah, I didn’t stay there very long…… Tanya – Belfast

  • devil child

    When I was about eight or nine I went to a birthday party at a friends house, we did all the birthday stuff and then her mum announced it was movie time, we all piled into the lounge room and she put on Home Alone, I’d watched it already with my parents and we all […]

  • the most embarrassing cup of coffee

    I had met my husband for a cup of coffee on my lunch break. We decided to sit outside because it was such a beautiful day. My husband bought the coffees and I quickly went to the bathroom. This particular coffee house was incredibly long from front to back and the bathrooms were in the […]

  • dinner invitation

    There was a new young couple at our church, and we had invited them over to our house for dinner the following week. On the appointed day, they showed up at the door, bearing a freshly baked pie. We, on the other hand, had totally forgotten about the invite and were just sitting down with our kids to a haphazard meal of leftovers. Oops…that was awkward! Laurel – NH

  • he looks like a boy

    I was at whole foods shop with my four month old baby girl. Her stroller was very girly with pink flowers on it, so I figured it was safe to dress her in a pair of jeans and a flowery turquoise sweater. Several women were pulled in by the magnetism of this cute baby and began showering me with compliments and questions. “What’s his name?” an elderly woman asked. My baby was pretty bald, so it didn’t bother me. “HER name is Rebekah,” I answered, smiling so she wouldn’t feel bad. “Well! HE’S dressed like a boy!” she said emphatically. I didn’t know how to respond to this. One of the other ladies chimed in, trying to undo her friend’s statement, pointing out the more feminine qualities in my little girl. “No, he looks like a boy, all right,” she said stubbornly. I was confused. Were we debating the sex of MY baby? Totally weirded out, I left the store. Beth the Other Admin