'Never spoke of that situation again': 8 People who got stuck in super awkward scenarios

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Remy Millisky • Writer and Editor
May 8, 2023 3:00 PM EDT

These people shared the most awkward situations they've ever been in, and it's giving us second-hand embarrassment. 

Awkwardness is pretty unavoidable in life, no matter how cool you think you are. A lot of people shared stories from their childhoods and teenage years, which, let's face it, are certainly some of the most awkward years of ones' life. For some reason, dealing with meal times while with friends has caused a lot of uncomfy situations for people. It's probably because teens eat a lot, and parents don't want to feed their teens' friends. Then they also don't know how to tell the friends to get out. Hence, lots of weird and uncomfortable scenarios. 

Next, this influencer claimed that she never received a jewelry order from a small business… except she posted on social media wearing the "missing" bracelet. 

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  • 01
    Cheezburger Image 9761080576
    via Zach Reiner on Unsplash
  • 02
    Font - While riding in car with my college girlfriend of 3 years and her family her father made me get out and walk home because I wasn't family. Reddit, what is the most awkward moment you've ever had?
    via u/abugguy
  • 03
    Font - I dated a girl for 3 years in college and lived with her for 2 of those years. Her father had never liked me and never really talked to me. I was a year older and after graduating stayed behind a year to live with her while we figured out our future.
    via u/abugguy
  • 04
    Font - The week of her college graduation her extended family was in town to celebrate. They had 2 fancy dinner reservations 2 nights in a row. Work prevented me from going the first night, which I was invited to, and the 2nd night I hadn't been invited. My gf called her aunt who had made the reservations and was told it was an oversight and of course I could come. The night of the dinner my gf's mom and dad show up to pick her up and I walk out with her and we get in the car. Her parents were o
    via u/abugguy
  • 05
    Font - My gf had brought along some picture albums to show from a trip, and they were too big for the back seat where we were, so we stopped a ways down the road and I got out and put them in the trunk. As I'm out of the car I see that the father is talking very fast to my gf and her mom. I get back in and the father starts driving super slow. Finally he stops at a stop sign and puts the car in park and turns around and looks at me. He says "(My name), this is a family dinner. You aren't family.
    via u/abugguy
  • 06

    Commenters chimed in with their own extra cringy situations they found themselves in

    Font - dorei22 I used to babysit a 3 year old when I was in high- school. It was her birthday and her Dad invited me, I bought her a stuffed snake since she was into snakes, and some helium balloons, and showed up a few minutes early in case the parents needed some free babysitting while they set up. I get there, and nobody is there except the Mom and the 3 year old, so I play with her and supervise while the Mom ignores I exist, which is cool she scares me anyways.
    via u/dorei22
  • 07
    Font - About an hour goes by, thinks are getting a bit awkward, nobody is showing up, I'm in their house being in the way, but leaving now would be rude, so I wait around. Finally kids and family show up, the kids are upstairs, all these adults are sitting around the living room. And nobody acknowledges I am there. I smile and try to say hi but people just look away. So I stand in a corner by the stairs waiting to be thanked so I can leave. And about another hour goes by, me just standing right
    via u/dorei22
  • 08
    Font - The Dad shows up and he stands right next to me, staring into space, sipping a beer. I try to chat with him but he just nods and stares off into space, ignored by the rest of the people as well. Finally I'm thinking "f| this", so I announce I have to go, everyone just stares for a second, then turns away. So I just walk out of their house. No thank you, no bye, no hello, no offer of food or drink, no offer to sit down.
    via u/dorei22
  • 09
    Font - When I was little, like 9- 10 yrs old, I went over to my friend's house to chill and work on our science project. At about 5:00 just before the sun started to go down, my friend's dad called him and he told me "One second, I'll be right back!"
    via r/AskReddit
  • 10
    Font - Jump forward 20 mins and my friend is still gone. I go look for him and his whole family is in the kitchen eating dinner. His dad asks me, OP , do "Oh hey, you know your way home?" I had no idea how to respond so I just grabbed my backpack and walked the two miles back home. It doesn't seem too bad to me now that I walk a few miles everyday but to chubby 10 year old me it was fing torturous.
    via r/AskReddit
  • 11
    Font - I was so confused at the time as to what to do but looking back, the whole situation was extremely awkward for everyone involved and frankly, quite rude. They never offered me a ride home, some dinner or anything, they just sorta ignored me and then told me to get the fi out.
    via r/AskReddit
  • 12
    Font - Kelzer66 Was told to move my vehicle from gf's driveway because "it's dirty". I lived on a gravel road and the mom didn't want neighbors to see it apparently. She also freaked out when I wore khaki shorts to their country club for dinner. I was never informed of a dress code. She wanted me to pretend to be a foreign exchange student. It didn't help that I met their daughter through mowing their lawn the previous summers. Apparently she felt that the "help" was not worthy of her daughter.
    via u/Kelzer66
  • 13
    Font - cowboyJones A friend wanted me to find a date for a formal our fraternity was having. I asked a few girls and they had other things to do. So I called a girl that I usually danced with at a few dances. She picks up the phone, I reply who I am and ask if she wanted to go to the winter formal that was coming up. I overhear her say to her roommate "It's that stupid boy who always asks me to dance". She agreed.
    via u/cowboyJones
  • 14
    Font - Fast forward a few months later, and I got introduced to her roommate, I knew who she was. As soon as I can, I tell her "I was the stupid boy who kept asking your roommate to dance". Her eyes got really big and she said "You heard that?" I had a good laugh about it.
    via u/cowboyJones
  • 15
    Font - Bwright082 I was with a friend of mine and her sister in their truck and for whatever reason we were talking about Harry Potter characters. I said "What's the name of the werewolf prof? Professor Lupus?" I was wrong, it's Lupin. Lupus is the disease that ki ed their mother.
    via u/Bwright082
  • 16
    Font - Trysla While this isn't the most awkward moment I've had, it is the most awkward relationship based one. My husband and I paid for our own wedding. We got married at Disney, with very few people invited, since we could only afford the small wedding. That suited us both fine, as neither of us are very close to our extended families.
    via u/Trysla
  • 17
    Font - My husband's family decided to rent a house and throw us a party a couple days after the wedding, which is a very nice gesture. The not so nice part was when they explicitly stated that my family was not invited. I just assumed they were and made mention of it, which was when I was shown the error of my ways. Needless to say, I didn't want to go. I'm a bit asocial to start with, and rejecting my family was a pretty big no-no.
    via u/Trysla
  • 18
    Font - I'm sure some people will understand why they chose to not invite my family, but when you get right down to it, it was just plain rude. I had to beg my brother to go with me, as I wasn't comfortable walking into that without some sort of support. My husband loves me and supports me, but it's not fair for me to put him between his family and myself. Furthermore, I was really sick, which made it so much worse.
    via u/Trysla
  • 19
    Font - ProBrown Oh god. I can be an extremely awkward person at times. Here is one of my worst "what the f was I thinking?" moments. I had plans to hang out with my friend, Dom. We had been hallway friends for the majority of high school, but only recently had started hanging out. Keep in mind, I am extremely shy and awkward when I first start getting to know someone, and since we had only recently begun to hang out, I was still in the awkward phase.
    via u/ProBrown
  • 20
    Font - He had an appointment (at the time I didn't know what for, which is a very important detail) set for after school, so I told him I could just pick him up somewhere in town after he was done. We decide on Safeway, which is a pretty central location. I pull into the Safeway parking lot, and I see him walk up to the car. He is all smiles. I'm not really sure what the occasion is, but it's always nice to see someone happy. I unlock the door and let him in. The first thing he does is flash a h
    via u/ProBrown
  • 21
    Cheezburger Image 9761096448
    via u/ProBrown
  • 22
    Font - We drove in silence to his house. Continued to hang out afterwards, but never spoke of that situation again.
    via u/ProBrown

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friendship kids awkward moments Awkward friends family funny dating dating fails
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