The most awkward moment you can remember

[The Funslinger]

Similar to you, in my innocent days at school, I had a rather awkward incident involving the word queer, in that someone asked me if I was and at the time, the only meaning I knew of that word was 'weird' - so I told that person, yes, I suppose I am.

That went down rather well, as I'm sure you can imagine. However, I was lucky enough to have that particular misinterpretation forgotten about a year later when a boy claimed to have done some very strange things to a dog, and rather eclipsed me, but that year was very, very awkward.

When I was 12 a former friend of mine discussed how he was dating his six year old cousin. Let's just ignore the cousin bit for a moment, I was trying to explain to him the basic idea of pedophilia. His argument was that his parents had 10 years between them, so what was the matter?

The concept of developmental differences completely went over his head. A year or so later, he wised up and then denied the whole thing, but it was far too late.

 

[The Funslinger]

Went to bed one night wearing a pair of tracksuit bottoms that I use for sleeping in and a t-shirt, along with my bedroom door closed. Got into bed, covered myself with the blankets and fell asleep.

Woke up the next morning with the blankets thrown on the floor, me lying there stark naked and with my hand around a nice big boner. Also my bedroom door was now open....

To this day I wonder who walked in and saw me like that.

I'd be more worried that you had assistance with your exhibitionism...

 

[Jonluw]

In terms of name forgetting, I can top that in every imaginable way. I was at a friend's 18th, where I first properly met my most recent ex girlfriend. We started making out, and when we pull apart, I introduce her to my friend and (I should point out, she was fairly sober, but I was steaming drunk) I said "this is Lauren."

Her name was Maddie. I have no idea how, but not only did I talk my way out of it, we carried on making out.

How does drunkenly forgetting the name of a girl you just met at a party top revealing that you haven't managed to learn the name of your classmate of one month even when the first four days of school were spent making introductions and it's clear that she even knows what you do in your spare time?

Hell, I've forgotten the name of a girl I was flirting with while out on the town before as well (although we never got around to making out). She took it very well.

 

[Jolly Co-operator]

The day I realized that ending your texts with a winking face is often interpreted as sexual or flirtatious. Before I learned that, I always assumed it was used solely to imply sarcasm or a joke, and I had been using it as such for quite some time. Heh, it probably explains why so many girls thought I was a perv XD

 

[The Funslinger]

In terms of name forgetting, I can top that in every imaginable way. I was at a friend's 18th, where I first properly met my most recent ex girlfriend. We started making out, and when we pull apart, I introduce her to my friend and (I should point out, she was fairly sober, but I was steaming drunk) I said "this is Lauren."

Her name was Maddie. I have no idea how, but not only did I talk my way out of it, we carried on making out.

How does drunkenly forgetting the name of a girl you just met at a party top revealing that you haven't managed to learn the name of your classmate of one month even when the first four days of school were spent making introductions and it's clear that she even knows what you do in your spare time?

Hell, I've forgotten the name of a girl I was flirting with while out on the town before as well (although we never got around to making out). She took it very well.

Okay, I might have been a bit quick there, but it is one of the funnier encounters with the opposite sex I've had.

 

[Jonluw]

How does drunkenly forgetting the name of a girl you just met at a party top revealing that you haven't managed to learn the name of your classmate of one month even when the first four days of school were spent making introductions and it's clear that she even knows what you do in your spare time?

Hell, I've forgotten the name of a girl I was flirting with while out on the town before as well (although we never got around to making out). She took it very well.

Okay, I might have been a bit quick there, but it is one of the funnier encounters with the opposite sex I've had.

That may be.
But if you managed to keep making out with her, I'm guessing you weren't so awkward at the time.
Actually, I'm guessing you were rather enjoying yourself and managed to mend the whole thing with a 'whoops, sorry' and a mischievous smile.

 

[The Funslinger]

How does drunkenly forgetting the name of a girl you just met at a party top revealing that you haven't managed to learn the name of your classmate of one month even when the first four days of school were spent making introductions and it's clear that she even knows what you do in your spare time?

Hell, I've forgotten the name of a girl I was flirting with while out on the town before as well (although we never got around to making out). She took it very well.

Okay, I might have been a bit quick there, but it is one of the funnier encounters with the opposite sex I've had.

That may be.
But if you managed to keep making out with her, I'm guessing you weren't so awkward at the time.
Actually, I'm guessing you were rather enjoying yourself and managed to mend the whole thing with a 'whoops, sorry' and a mischievous smile.

Yes. I then proceeded to get up, miss my left turn and briefly end up in the ladies toilets. It might have been my alcohol infused mind playing tricks on me, but there may have been screaming as I hurriedly left.

 

[Dangit2019]

I suck at names so bad that I can barely remember who was in my class even though its been about 2 days since we last saw each other. So when a former friend of mine shows up and I vividly remember everything about them except their name...yeah.

 

[DANEgerous]

Mine may be one of "You had to be there" moments but my cousin and his ***** (now ex) girlfriend (let's call her Christa i for get her bloody neame) walk in all happy from getting ice cream or yogurt or something when she take a bite and git absurdly pissed an screams about almonds and hoe they are or are not in the desert they just got then compares this order being wrong to how she was raped even though she never was and she fully this whole horrific graphic story was absolutely false.

About 3 minutes into this trying to ignore it i come down to see he is throwing the desert all over MY house making horrible accusations an i just yell "Christa fuck! This is what is fucking wrong with you! You do shit like compare a wrong order to rape and rant about it in an apartment owned by a motherfucking 3ed party at 5 A.M.. What the fuck is wrong with you? And Mike (my cousin the boyfriend) why the fuck are you listening to this shit? This is what i mean about the ***** controlling you and now it is effecting my life. get rid of her!"

And then she called the cops. Why you ask? We still have no idea. We explain the story above and the cops for some reason bring up this mysterious rape case then she admits that was all a lie out of the blue and starts crying and asking her still boyfriend to take her back he just looks or rather like any sane person would be is confused and we say "sorry about this" and they just drive home. That night my cousin decided they would break up and mainly due to my outburst.


Also i have caught my father masturbating 4 times, to my knowledge i have been caught 0.

 

[AwkwardTurtle]

So I went to in High School I was studying the gender roles and sexuality in general. This of course included the topic of homosexuality.

After watching a video about an extreme case of bullying a homosexual boy I was very moved and teared up a bit. A classmate saw this and afterwards comforted me somewhat awkwardly and asked innocently "Are you gay?"

Now, don't take this the wrong way. It wasn't at all in an offensive manner and it was in the context of an environment where we were all being taught to not simply assume heterosexuality, and I sort of had a reputation for often doing things most men wouldn't do such as complimenting the physical appearance of another man. So the question was reasonable, not an attack on my masculinity or anything silly like that.

Anyway, I am heterosexual, but what I heard was "Are you okay?" So of course I answered yes. Then she went on to comfort me saying things like "Things are going to be alright, there's nothing wrong with being gay." holding my hand. Then I had to awkwardly say "OH...umm no, I'm not gay. My bad...I thought you asked if I was okay..." ^^' She then awkward went "Oh..." ^^' and she had to slowly stop holding my hand. It was then quite awkward and she went off to go talk with other people as did I. xD

That was quite the awkward moment in my opinion.

 

[zelda2fanboy]

My dumb aunt was at a family function and kept calling her cousin's grandkid the name of this cousin's son who died when he was five about 25 years ago.

My friend's sister committed suicide and me and a few other friends were at his house for like a weird memorial get together thing. Highlights include his mother threatening to punch him in the face and about 80 million other things.

I set up a date with this girl after she wouldn't hang out with me for three months. She agreed, but stood me up. The next morning she said she was really sorry and that she still wanted to hang out that day. She gave me a time to show up and we were going to go out to lunch. I drove over to her house at the appointed time and her dad answered the door. She had fallen asleep. I sat on the couch with her dad for an hour and a half while she "got ready." That actually was kinda funny, but the awkwardness didn't compare to the conversation where I mentioned that I lost my virginity to another girl the month prior, or when she had to tell me that she didn't want to makeout because she was on her period. (I'm 99% sure that was not a lie.)

 

[zelda2fanboy]

being caught in the middle of sex with my ex by her mother who had let herself in and at which point id realised she didnt know her daughter was gay. actually the dinner the with said parents the next night was probably the most awkward

It's stories like this that make me wish I was a lesbian. Getting caught having sex just can't get any more awkward than that. So many societal norms and expectations broken, but yet they would still feel obligated to be civil about it. It's perfection... I'd get slapped if I asked a stranger this in real life, but what position were you in when mom stumbled upon the scene?

 

[Dags90]

Why would you...
Why would you play strip poker while watching porn if none of you were gay?

Does Girls Gone Wild really count as porn? I've seen the dude version and it's 90% drunk guys being drunk guys and about 7% ass and 3% cock.

One time I was at this club and this drunk dude was all over me, trying to kiss me, leaning on me because he can't stand well on his own...and he was exactly twice my age (17/34). The whole time his friend, who's there with his wife, is telling me how hung the guy is. Thankfully I got bailed out by a friend, but he did it by saying I was 15. ~.~

 

[OneOfTheMichael's]

One time when I assumed that this girl I used to talk to a lot, was a furry and I brought up the subject and made it really awkward.
Haven't really talked to much anymore.

 

[Sexy Devil]

In Chemistry class in year 11. Friend was going on about how his girlfriend was pissed at him; I don't remember what exactly she was pissed at him about, but I remember it was really arbitrary and dumb. Naturally I pointed that out and asked how she could possibly be mad at him, to which he responded "You'll understand when you get a girlfriend."

At this point I responded with "HEY I HAVE A GIRLFRIEND! HIS NAME IS MR. HAND!" It ended up being much louder than expected; I didn't really care because I say stupid shit at the time, but the dead silence that fell over the room was pretty awkward. Thank Christ we had a substitute, the actual teacher was intimidating as shit.

Mr. Hand somehow turned into princess Leia as the story made its rounds. No idea how that process happened, but it was interesting.

 

[bafrali]

During a break in school, i was talking about a film with my friends.I got carried away and used an inappropriate word.What i didn't know was our sceince teacher was coming in at the same time.There was an awkward silence till my friens began to snicker.Iliterally ran out of the class.The worst part is teacher was my favourite oe in school.It was a real emberrasment for me

 

[Cyrus Hanley]

"Hi, this is [Jonluw]. He moved here from a small town when he was a kid and on his spare time he plays the trombone." plus some other miscellaneous information, I'm sure.

I honestly thought that was gonna be the awkward moment.

 

[ParanoidEngineer]

So there was a really nice girl at my school, and she was always kind when I was depressed (all the time).

One day, I was really pissed off. Really really angry about something. I'd also had a hair-cut the day before, so she, to lighten the mood, said "Oh, I like your haircut." I, being the incredibly witty and nice guy I am, said "No, that's just the chemotherapy". She never spoke to me again.

Then, about a week later, her mum died of cancer, which she'd been struggling with for ages.
I died inside.
I'm still dead inside.
Oh dear God I'm a horrible person.