What's the Most Awkward Situation You've Been In?

What's the most awkward situation you've ever been in? Was unexpectedly in the car ride with my boyfriend's parents on their way to sign their divorce papers.

When I was a kid, we were on holiday and decided to go to a church. While we were there, I decided that I would be funny if I would slap my dad's ass with both hands. So I ran in full speed to maximize the impact of the slap. I ended up slapping a stranger who also happened to walk next to a woman with a stroller in his hands, which made me think it was my Dad. It was even worse that my parents saw it as well.

I once followed a man out of a grocery store AC Crosser small parking lot and tried to get into his car with him because I thought it was my dad. Didn't figure out my mistake until I saw him look across the top of the car at me trying to get into the passenger side with a super confused look on his face. CU my actual Dad running up breathlessly waving his hands and yelling at me. Not awkward for me, but was the reason for it.

I served for a couple of years and worked multiple restaurants in that time frame. I worked at a Dennis night shift, best and worst job for many reasons. Anyways, there was a regular that came in often, drunk as a skunk and nasty as heck. He tipped really well but was so nasty to us girls. It never phased me, so I served him often. He offered many, many times to pay for extra service and tried to get me to leave with him often. Of course, I never did, but a couple of months later I am working a new place, Place little more high-end. I work mornings here, and this was a Sunday morning church rush. Guess who was sat in my section? My nasty regular from my last job with his entire family, his wife, kids, parents, the whole group, fresh out of church. The look on this man's face when I walked up and said hello, he was red as a fire truck, and I made it worse by asking if he remembered me. He left me a huge tip, probably because I didn't bring up his nasty mouth and grabby hands from his late drunken nights.

When I was a kid, I hugged a random dude because I thought it was my dad. Even better, how this dude's son was standing next to him, you established yourself as his new son.

This poor girl walked into my lecture by mistake about halfway through. This particular Professor really enjoys talking to all of his students and was super engaging, even with 400-plus students in his class. When the girl walked in, my professor stopped teaching, looked at the girl, and asked if she was in the class. She said she was and began walking towards the front where the open seats were. This is a fairly large lecture hall, and all 200 students aox how many actually show up to class were now forced to watch this poor girl walk towards a seat because the professor didn't continue talking and just stared at her. She got close to the front, and I think the pressure of the whole room got to her, and she said, "Actually, no, I'm not," and turned around, and we all had to watch this poor girl climb back up the stairs and out of the hall. I was literally watching my worst nightmare.

My 79-year-old mother-in-law with Alzheimer's telling us that she had had done it the previous night with another Resident of her nursing home. She had been set but for 20 years up until then. We think.

I was at a funeral for one of my husband's relatives. On my way in, an employee of the funeral home asked me when I was due. I wasn't pregnant, but I am fat and was wearing an Empire Waste coat, so I wasn't offended. As I signed the guest book, I corrected her and tried to defuse the situation with a joke about burning that coat later, but she just wouldn't stop. She kept trying to apologize and explain herself, and I just wanted to run away. Then I was stuck in a small room with her for the next 2 hours.

I was looking at my mom's phone calls. She wanted to show me some pictures from what she did that weekend. I swiped one too many times and came across one of her nudes. I felt my soul jolt out of my body seeing that crap. My mom added me to her Google photo album then forgot. You can guess the rest.

Last summer, my wife and I were browsing for random crap in Pier 1. I'm wandering around the store aimlessly and see my wife kneeling down inspecting some merchandise on the bottom shelf. I approach her from behind, slightly tap the top of her head, and go "Boop." It was not my wife, just someone who looked almost exactly like her from the back, but she looks up at me. All I managed to say was, "Oh, I thought I was married to you. Sorry." For some reason, the fact that you said "I thought I was married to you" instead of the normal "I thought you were my wife" is infinitely hilarious to me.

My best friend waiting to tell her parents that she's gay until when I was over for dinner. Most George Costanza moment of my life.

I was flying back home from a business trip in GA. Before we all got on the airplane, everyone noticed that we would be flying with three military K9s and their handlers. All good. Point being, everyone noticed them, and if they hadn't, the pilot was kind enough to point them out when he came over the intercom to give his spiel. A round of applause for our service members and their bra-working dogs was given. Hours later in the flight, the flight crew had turned off the lights. I needed to take a pee and moved forward in the cabin toward the restrooms. Well, one of the dogs was black, and I didn't see his paw sticking into the aisle. Cue the dog yelping and crying. Have you ever had 150 people hate you before? It was made so much worse by the fact that I am a veteran and I love dogs. I am the son of a veteran who was a K9 handler when he served, but how the heck am I going to explain that to a plane load of people giving me the stink eye for being the butthole who stepped on the dog? George, it was a black dog, Jerry. Jerry, and the lights were out, George. The lights were out, Jerry. That is pretty Costanza.

I was in the car with my girlfriend's best friend's mom's and her other daughter. We made talk in the car, and I just ended up asking what their favorite color was. They then told me the other daughter was actually blind. I had barely known these people and was in the car for another 20 minutes. Most awkward 20 of my life.

I was interviewing for a big promotion at my old job. I had put in the time, the hours, and the effort for this promotion, and I had been passed up a few times, so I was sending out resumes while trying to get this promotion. I go through the first interview, and everything seemed great. They invited me for the second interview. I was so excited. Flash forward two days, and I go in for the interview. The interview is with the regional and site managers. Everything is going great. They are asking me what are your priorities, goals, etc. At the end, the site manager changes his posture and says, "Would you say that you're a loyal employee?" Taken aback, I say, "Of course, I've been here almost 2 years," etc. And like a shark circling his prey, this dude turns his computer monitor around and shows me my private Facebook posts that I posted that I was in the market for a job in the same field. Now there's no way he could have seen this as it was a friend's only post. Someone I work with had to have tattled on me. Here he then proceeds to read them to me out loud, not only the posts about my job search but personal posts about my health situation and questions that I didn't bring up to anybody other than than personal friends. I look at the regional manager, and this guy won't look me in the eyes. He is shifting, obviously uncomfortable. I tried to say that I was looking just in case this promotion didn't work out as I am a college student paying my way through school, but he kept interrupting me and saying loyalty is key. He then tells me we will think about it and points toward the door. The regional manager kind of coughs and goes to shake my hand, but by that point I was already out the door, so I said thanks anyway and then proceed to have the most uncomfortable walk back to my desk. I was wearing heels for the first time in like a year, so I stumbled on my way out the door with co-workers asking for the details if I got the promotion.

I visited my bio dad's old church in Mississippi a few years ago and spoke to his old preacher for a moment. One important detail for this story is that my dad died when I was seven, so a pretty good while back. My grandma told the preacher who I was: "This is Pomo Sr's daughter." Preacher: "Ohh, Pomo Senior? Tell him I said hi." Me: "Sure thing." My grandma's face was priceless. We agreed the preacher would feel really awkward when he remembered later that my dad was dead.

My ex-wife later came out as a lesbian, and we divorced years later. I went to her wedding where she married her now wife, which was one of my ex-girlfriends. This isn't an awkward situation; this is a sitcom I watch.

I was in some business college class, and the professor was talking about something related to how celebrities brand themselves. Someone in the class brought up Shawn White as someone who had great celebrity branding but isn't really talked about a lot. The professor was Indian and said he wasn't familiar with who that was, so my genius ass thought it would be perfect to say out loud, "I'm talking about Mountain Dew's baby," as a joke reference to that newscast where Shawn White said he had been drinking all night but was underage, and the news person asked him what he meant, so he responded with, "I'm talking about Mountain Dew's baby," and we--no one seemed to know about that or at least didn't think it was funny as silent rang through the classroom, and Professor awkwardly moved on to a new topic. Truly the most awkward situation I've been in and also the worst haunting moment of my life. Mayo memes don't translate well to real life sometimes.

Had way too many awkward encounters. I have a regular breakfast place that I had been frequenting on the weekends for about a good 5-6 years. One day I went into work later because of a doctor's appointment, so I decided to pick up some breakfast at my regular place. I walk in and I take a look around to find a spot to sit at, and I see my dad. He's sitting in a corner spot with some woman I don't recognize. He looked shocked, and I decide to walk over. He stands up and gives me a kiss, hug, and introduces her as a coworker. It was the most awkward introduction of my life. My dad was an AC repairman and was strictly on the road, no women in his office. I pretended like I believed him, said hello, and sat down on my own. Definitely one of the most awkward moments of my life that will stand out for a long time. More background: my mom and dad haven't been together since before I was born; however, he was married to another woman when this took place. The waitresses were all my friends, and a couple of days later when I went for breakfast, they proceeded to tell me how he met that lady there every week. I never brought it up to him and pretended it never happened. That was about 14 years ago. I still go to that breakfast place, and the girls told me after that day he never came back to that restaurant. In a couple of weeks, it will be one year since he passed. I'm glad I got this opportunity to think and talk about him.

So I've had the same three best friends since I was a kid. Friend one has an insanely hot older sister, like absolute smoke show, and me and friend two and three always thought she was super hot. Somehow friend two ends up sleeping with friend one's sister, and me and friend three know about it, but friend one does not. One night we are all drunk in my basement, and friend one and friend two end up getting in a roasting war, not essentially an argument or anything, just friendly banter and insults. Friend one, the one with the hot sister, is really digging into friend two, the one who freaked the hot sister, and seems to be winning the roasting war. In a last-ditch effort to recover from shame, friend two proceeds to drunkenly say, "Yes, well, I frecked your sister." After that, I am pretty sure the tension in the room was so thick that it raised the temperature in the room by like 10°. We are all still best friends BTW. Friend one is still a little mad though, but I can't blame him.

One time when I was like 12-13, I was hanging out with some friends at a fast food joint in town. This town had a place that housed and employed mentally challenged individuals, so those individuals would often come to the restaurant for lunch. On this particular day, a group of them was arriving just as we were leaving. One of the guys walked up to us and said, "Hey, do you want to see my weu?" and whipped it right out, broad daylight, right there. We were stunned and then super embarrassed, being immature 12-13 year olds and all. His caretaker was mortified, but great, he immediately took control of the situation, reprimanded the individual, apologized profusely to us, made the individual apologize. It said, so yeah, that's right up there as far as awkward situations go.

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