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People Divulge The Most Awkward Situations They've Ever Gone Through

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Photo by Jaclyn Moy on Unsplash

Reddit user Salty-Mud5211 asked: "What is the most awkward situation you have gone through?'

We've all made mistakes and done things we're not proud of, but usually, we're not so embarrassed that we can't shake the feeling.

But every once in a while, something so awkward happens, it just kind of stays with you.


Curious, Redditor Salty-Mud5211 asked:

"What is the most awkward situation you have gone through?"


Sit And Wait

"My parents were going through a divorce. My mom found out that my dad had been cheating and tracked the woman down."

"She went over to her house to catch my dad there. She had nothing else to do with my brother and me, so she brought us along."

"We got to sit in this strange woman's living room while my mom and dad had a giant fight."

- thereisonlyoneme

Too Soon

"My older brother died in a car accident when he was 20 and I was 16. He was ejected from the car through the windshield."

"We lived in a small town where everyone knows everyone, so everyone at my high school knew what happened before I came back to school. It happened on a Wednesday, and I came back to school the next Monday."

"I was walking to the library during class and passed a friend of mine who had fake blood dripping down her face. I didn’t know it was fake and asked her what happened, in a bit of a panic. She said, 'Oh, I flew through a windshield!'"

"She was in costume for a part in a play or something. I don’t remember exactly what the situation was. I do remember my heart stopping and us just staring at each other for a moment before her face dropped. She tried to say sorry, and I said it was okay, but I have no memory of anything after that moment."

"I think I blocked it out because it was the most uncomfortable, awkward situation I’ve ever been in."

- maryautumnn

Awkward Elevator Vibes

"My roommate threw a New Year’s Eve party and we invited over 30 to 40 people."

"Four people came. FOUR people and me and my roommate. Four people who didn’t really know each other and had nothing in common."

"It was baaaad, but that didn’t stop me from trying to have fun, got super drunk, and after the ball drop, I hid away to my room. But man, that was bad. The fourth person to arrive said, 'Oh, am I early?' And we were like: ...no."

- Shaneski101

Dance Fighting

"In college, I skipped class one evening with an acquaintance because she was upset over a breakup. She proceeded to take me to the grand opening of a local gym (complete with an open bar and DJ??)."

"On the way there, she got in a screaming fight over the phone with her ex, and when we got there, he showed up with a trash bag full of her stuff, and they got in a fistfight on the dance floor."

"They both got arrested, and the cop who took my statement offered to drive me home, since she had been my ride. When we pulled up to my apartment, he asked me out."

- EnvironmentFront7945

Too Proud To Backpedal

"In college, I tried to bamboozle the professor by claiming I missed his sign-in sheet last week, and I was there, even though I wasn't. He said, 'Okay, no problem. What did we do?'"

"Me, thinking I was prepared, told him basically what we would have gone over in our syllabus. He just blankly stared at me and said we sat in a circle and discussed something about current events instead. Then he said, if you were here, you woulda have gotten this sheet and pulled out a paper with some questions on it."

"The correct move here was to claim I have a bad memory and apologize. Instead, I claimed that I thought I did have that paper and I just forgot. I went back pretending to look for it and acting progressively frustrated when I couldn't find what I knew wasn't there."

"This all happened during a break in class so like half the students were just watching this go down. Eventually, he looked up and said, 'How's that paper coming? Nothing? Okay, let's begin again.'"

"He was clearly having fun with me, but it seriously made me change my behavior from how cringe it felt getting caught lying so badly, twice. Just own your dumbassery, doubling down is never a good idea."

- birdlawyer86

A Spooky Cringe

"Failed proposal on Halloween."

"A recently single girl was at our Halloween party. Her ex-boyfriend drove 1200 miles and arrived on our doorstep during the party at 9:00 PM dressed as a knight, not a knight in shining armor, but rather as a Monty Python’s Search for the Holy Grail-style knight."

"We were all shocked that he was there in the first place. But then he came in, found her still dancing, and dropped down on one knee while reciting an obviously rehearsed speech about how much he missed her and wanted to spend the rest of his life with her."

"She was shaking her head no the entire time but let him finish speaking and didn’t say a word before she ran down the hallway and into one of the bedrooms. He followed her awkwardly into the room, and emerged/left a few minutes later without looking at anyone or saying anything on his way out the door."

"We haven’t seen him since. But I’m told he’s now happily married to someone else and has a couple of kids."

- Symie5

Holding Himself Accountable

"When I was younger, I left a huge hickey on the neck of my girlfriend one month into our relationship. Her father was NOT happy at all and told her he’d punch me if he ever saw me."

"I was absolutely in love with this girl and didn’t want to jeopardize our relationship so… I sucked it up, and when she went to work, I drove to her house by myself, knocked on her door, and apologized to that man face-to-face."

"Thank f**k he did not deck me like he threatened. He ended up shaking my hand and letting me go, and he later told my girlfriend he was so impressed I came by and apologized to him. My then-girlfriend is now my wife, and we’ve been together for 15 years now."

- Beard341

A Quick Escalation

"A friend and his wife, out of f**king NOWHERE, just started absolutely screaming and swearing at one another. In front of me, their two kids, and three other people, while we were all chilling in their hotel room before going to a wedding. It was like a light switch."

"Never seen anything like it. None of us knew what to do because they were supposed to drive us to the venue."

- ProjectSunlight

Caught In The Act

"As a teen, I was having sex with my girlfriend in her living room. Middle of the day, I thought her parents were at work, and we were completely naked. Suddenly, we hear her mom come home in the kitchen, greeting their dog. We panic."

"Girlfriend runs upstairs to her bedroom, I look around and then bolt for the coat closet. As I'm standing there with nothing on, in the closet, it occurs to me, what if her mom needs to hang her coat? Longest five minutes of my life."

"I can hear her mom going about her business... my clothes are still lying somewhere in the living room. Finally, my girlfriend returns from her room (dressed), finds me in the closet, and hands me my clothes. I get dressed and go to the kitchen like nothing was wrong."

- DoradoPulido2

On The Sly

"I get on an elevator with a lady, and we each push our floors. It’s summertime, so I’m wearing shorts. Just as the door is about to open on her floor, I hear the camera shutter noise phones make."

"I look over and she’s beet red and literally dives off the elevator and collides with another lady who was waiting to get on. She gets on and says, 'What the f**k was her problem?'"

"I explain that she tried to snap a pic of me on the sly, but the camera noise went off. We both laughed."

- Tangboy50000

Muscle Memory

"My friend was trying to book a table at a restaurant and told the guy on the phone, 'Love you,' and then hung up. I couldn't stop laughing so badly that day, and she was so embarrassed."

- pkjoan

"I was picking up pizza one time, and I heard a young (teen) guy take a phone order and end the call by saying, 'Bye, love you.' I think he had hoped no one heard, but one of the females asked him, and he said it was an accident while his face reddened. I was amused but didn't let him see, haha."

- mychaoticbubble

In The Moment

"I was visiting my mother, who lives about an hour away, and when it came time to leave, I full-on kissed her on the mouth without any hesitation whatsoever. This was not a quick peck on the cheek or whatever, but a full-on my lips pressed to her kiss."

"As soon as I realized what happened, all of my higher brain functions ceased working, and all I managed to do was stammer like an idiot. The look on my mom's face was priceless."

"Apparently I'm too used to giving my wife a kiss before I leave the house, and in the moment,t I just didn't think about it. It still gets brought up occasionally."

- sims_antle

A Domino Effect

"After giving my best man speech, I hugged the bride who knocked over a flower vase, which knocked over a glass of red wine all over her dress. I still cringe at that 15 years later. Nailed the speech though, lol."

- burnsrado

Wrong Door

"Around 1981, I was a sophomore in high school competing in track. We were visiting another school, one I had never been to before, for a track meet. Some buddies and I needed to use the restroom, so we walked toward where we'd been directed for the locker rooms."

"We get there, and I needed to take a seat for what I had to accomplish, and my friends did what they needed to do and left."

"I hear the door open, and this chorus of chattering female voices coming closer and closer. I sat there frozen in fear. In days, thankfully, I was wearing over-the-calf tube socks, so my hairy shins weren't showing. The girls did what they needed, and I stayed quiet, and then they left."

"Fortunately, no one else came in and I made my escape without being caught. Except, of course, for my friends who'd abandoned me. They were laughing their butts off. But that's what friends are for."

- Pale-Life-2968


From being in the wrong place to participating in activities that don't work out, there's no doubt why these were such awkward moments for these Redditors. At least in most of these cases, they could laugh them off later, but some of them were cringeworthy, even years later.

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