Life is rarely ever easy. It certainly is interesting but easy, definitely not. We are consistently finding ourselves in situations that are uncomfortable to say the least. Often we are face to face with friends, family, lovers and enemies in moments of complete unrest and we have to wonder... "how in the world did we get here?"

Redditor u/YeastyMug wanted everyone to share some stories that left a lasting impression by asking.... What's the most awkward situation you've ever been in?

How Woke!


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. pinkbubblegum4


I was looking at my mom's phone cause 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. Throbbingprepuce

Dew & Dew Not.

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 Shaun 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 dews baby."

As a joke reference to that News cast where Shaun 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 dews baby." And we'll no one seemed to knew about that or at least didn't think it was funny as silence 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. NotoriousFish


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. She looks up at me all I managed to say was "Oh... I thought I was married to you... sorry." SkyfallFox

Sexy Time.

My 79 year old mother in law with Alzheimer's telling us that she had had sex the previous night with another resident of her nursing home. (She had been celibate for 20 years up until then. We think.) renoCow


I dunno if this is really the most awkward, but it was def awkward. 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 Pomelo Sr.'s daughter, Pomelo!"

Preacher: "Ohh! Pomelo Sr! Tell him I said hi for me!"

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. AppropriatePomelo

Wrong Butt! 

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 butt with both hands. So i ran in full speed to maximize the impact of the slap. I ended up slapping a stranger who also happend 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. Reddit

You're sorry.... I get it!! 

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 waist coat so I wasn't offended. As I signed the guestbook 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. two__sheds

Friends and Booze = Mess! 

So I've had the same 3 best friends since i was a kid

friend 1 has an insanely hot older sister, like absolute smoke show, and me and friend 2 and 3 always thought she was super sexy. Somehow, friend 2 ends up sleeping with friend 1's said sister, and me and friend 3 know about it, but friend 1 does not

One night, we are all drunk in my basement, and friend 1 and friend 2 end up getting in a roasting war. not essentially an argument or anything, just friendly banter and insults.

friend 1 (the one with the hot sister) is really digging into friend 2 (the one who slept with the hot sister) and seems to be winning the roasting war.

In a last ditch effort to recover from shame, friend 2 proceeds to drunkenly say "yeah? well i screwed your sister!!"

after that, I'm pretty sure the tension in the room was so thick that it raised the temperature in the room by like 10 degrees.

(we are all still best friends btw, friend 1 is still a little mad though but i can't blame him) thankyoukarl

Be Clear.


'So are you two dating?' He said yes at the same time I said no, to which his friend told him 'I told you you didn't ask clearly enough.' selcouth_devotee


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