The 45 Cringiest Text Conversations That Have Ever Been Screengrabbed | 22 Words

Screengrabbing messages is truly one of the best methods to capture those conversations that otherwise would seem unbelievable without proof. These exchanges truly are so cringe-worthy that they had to be screengrabbed and shared to really soak in all the weirdness.

From uncomfortable to awkward to downright creepy, these screengrabs are sure to make you want to make you laugh, wince from weirdness and maybe throw up in your mouth a little bit.

via: Reddit

This might be the first almost-proposal to be screengrabbed in Facebook history. Is there an extreme dislike button for this whole conversation?

via: Reddit

Moms are the worst with texting, and this just proves it. She's right, though, it could have been way worse. Glad there were no pictures involved.

via: Reddit

"How did you guys break up?" "Oh she sent one too many dancing minion gifs. I just couldn't take it anymore!"

via: Reddit

Uhh...I don't think I want to know what a nut shower is anyways...

Imagine being roasted by the Washington Capitals.

via: Reddit

I've done my absolute best to uncover the truth about this convo (some light googling), and I can't tell if the Washington Capitals made a mistake or if they're trying to make some kind of joke at this girl and her dad's expense. Either way, it's a very strange tweet from a hockey team.

Strike four, you're out.

via: Reddit

They say you should quit while you're ahead, but what do you do if you've literally never been ahead? This conversation was DOA from the jump.

A truly devious plan.

via: Reddit

This is a pathetic attempt by a dude to break up his ex's new relationship, and what's funny is, he doubled down again and again. She had the Snap proof my man! Let it go!

Really, this is UberEats' fault for hiring such pretty drivers.

via: Reddit

I don't know a lot about women, but I do know they like hearing sad-sack guys whine about how "striking out."

He went for the recovery... and made it worse.

via: Reddit

Hey bud, we've all been there. I know when I drink too much and text, I too use perfect capitalization and punctuation until I'm called out for my bad behavior.

Long walk just to be a creep, my man.

via: Reddit

If you ever have to ask the question "too weird?", go ahead and assume that yes, what you're doing is too weird.

The timing was... not great.

via: Reddit

Listen, this is a very funny little comic that I'm sure this dude's family group chat would have enjoyed literally any other day.

Most successful adults brag about being successful adults in online forums.

via: Reddit

I wish I could Venmo this guy some money just to cement the fact that he is brilliant and I am his lesser.

I haven't seen my Cousin Swol since Easter.

via: Reddit

I do not care for the implication that this man's mother could not have sweet, ripped pythons from lifting all day every day, brother.

Is gatekeeping vegetarian?

via: Reddit

One cool thing some people do is yell at other people for liking something they also like. Yes, that is a good and reasonable thing that regular well-adjusted people do.

"Bet" means, like, "for sure."

via: Reddit

So actually, it was a completely reasonable response. Maybe she would've been happier if he'd sent her a sad face emoji? You know, just so she'd know she'd hurt his feelings?

Cool move, Adam!

via: Reddit

"Grandma, how did you meet Grandpa?" "Well, he got horned up for me in a professional context and then I waited 45 minutes for him to take communion before I texted him and then we fell in love forever."

Notifications about to pop off.

via: Reddit

You know what they say — time is money. Only in this case, we can go ahead and replace "money" with "the feelings of other human beings."

Thank you, Service King.

via: Reddit

This is actually a very sweet move from the Service King. And now that car will be named "Hannah" long after the relationship with the other Hannah ("People Hannah," as she is now known) has run its course.

Oof.

via: Reddit

Just looking at these weird emoji cartoons is hard — imagining if they were also delivering heart-breaking news? Nothing could be worse.

Yes, this is all that guy's fault.

via: Reddit

Poor guy got rejected, and instead of taking the L like a man, he attacked the guy who had the fake number he was given. This is truly the saddest story ever told.

I've wondered this about memes myself.

via: Reddit

I have to imagine the first person in this convo was making a joke about something thy noticed in their online dating profile. And then, when it flew over this poor meme-maker's head, he went in on his deeply-held ideology that only he, a king among men, is capable of putting funny lines in Impact font on the top and bottom of pictures of SpongeBob.

Got her.

via: Reddit

Wow, that mom has to be just sitting alone, in the dark, in her living room, contemplating every choice she's made in her life that lead her to make this fateful mistake.

Tell. Me. EVERYTHING.

via: Reddit

This is the beginning of the most fascinating story ever told, and I am right there with this guy — I want to know it all. This is what it feels like when a new trailer comes out for a Christopher Nolan movie.

"It... it worked?"

via: Reddit

If I'd known it was this easy, I wouldn't have been so depressed the entirety of my time in college!

Keep texting. I dare you.

via: Reddit

What part of "please don't text me today" did this person read as "I should send one more text explaining myself"? Just stop texting, bro.

Let's do some detective work.

via: Reddit

The fact that the iPhone user has a picture for this toe-texter in their contact implies that it's not a random wrong number. This is someone they know. Someone who legitimately wants to lick their toes, got called out, and tried to back out. Not buyin' it, toe-texter! Not! Buyin' it!

I don't know what to do right now.

via: Reddit

Everything that's happening in this text thread is not just weird — it's positively inexplicable. It feels like an alien's first draft of a story about people.

"You best stay away from your cousin."

via: Reddit

What, you think you can like my boyfriend's pics just because your parents are siblings? No no no, you gotta ask your cousin's partner before you go doing anything like that.

You... seem upset.

via: Reddit

"Please only message me the specific information I've decided after-the-fact is relevant, and nothing more. I don't have time for all this excess data despite the fact that I am writing you an insanely long text message. Thank you."

Ohhh boy.

via: Reddit

There is nothing more cringe-inducing than someone being acting like a faux-Joker "merry prankster" online, and there is nothing more likable than a reasonable person replying normally to a faux-Joker "merry prankster" with level-headed responses.

Facebook friends are the new currency.

via: Reddit

Imagine being upset that you lost a Facebook friend. Honestly, I get upset when I GAIN Facebook friends — one more person to go back and forth on as to whether I want to invite them to my birthday party.

Weird, dude. Real weird.

via: Reddit

This is maybe one step away from role-playing with asterisks, which is objectively creepy. Also, don't ever say you're a "silly dude." If you really are a silly dude, we'll know.

Yyyyyyyikes.

via: Reddit

If you know someone who's lost their mom, you've got to make a real big mental note — we're talking 48-point font in your head — not to bring up moms ever. Not ever.

Just leveling the guy.

via: Reddit

For anyone who's ever experienced online harassment, this has to be the dream scenario, right? You insult them back so harsh that they just plead for mercy? I honestly might print this conversation out and get it framed.

via: Reddit

Well okay that's one way to address rejection.

via: Reddit

My cringe meter is on overload! This could be the worst thing I have ever read in my life!

via: Reddit

Oh shoot this got weird. Can we all just agree that commenting on "toe color" is just a weird thing to do online? It just never comes across as normal. Ever.

via: Reddit

Talking about pain tolerance as a pick-up line probably isn't the smoothest decision. I think I'm mostly cringing just because that does sound super painful and I am a little impressed that he can handle so many injuries.

via: Reddit

Oh no. Family therapy on Facebook. Everyone look away.

via: Reddit

I will never be able to forget this idea. So much cringing.

via: Reddit

Well this is new. The god of Facebook? I did not know that was a thing. It sounds miserable, though. No sleeping? Only eating once a week? I would hate that life. God of cringe sounds more fitting for sure.

via: Reddit

At least he's honest! What a guy.

via: Reddit

Wow, he got in a relationship fast! What a smooth transition.

via: Reddit

So much shame...but hey, at least they asked for forgiveness! Just a classic, weird, cringey miscommunication.

via: Reddit

Nope. No. Never. So much cringing. Run away!

via: Reddit

Adding "lol jk" to the end of a comment like that does not make anyone laugh or make it less creepy. That's just a fact.

via: Reddit

Wait, was this supposed to make someone want to date you? I think it has the opposite effect.

via: Reddit

Did he just offer himself to be...pet like a dog? That is the worst thing I have ever heard. Don't compare your hair to a dogs, it's just too weird.

via: Reddit

Rad. So rad. Thanks for that update.

via: Reddit

Yes, blame your cringiness on the cold weather, that could work!

via: Reddit

He's an instructor...for an ethics class? I feel like he isn't the most qualified person to be teaching that subject.

via: Reddit

What are you doing? What is going on here? Why are you petting me?

via: Reddit

No one wants to read this conversation. And please leave puppies out of this!

via: Reddit

I think that actually makes it weirder. That poor cat probably doesn't want to be talked to like that either.

via: Reddit

Something must have been in that meatball sub because this guy is seriously tripping. I feel like I might become a vegetarian after reading this.

via: Reddit

Oh ok well...that's one way to tell people that your grandmother passed away.

via: Reddit

Boilogy? Birch? Sexism+bad grammar= ultra cringe.

via: Reddit

No one wants this. No one.

via: Reddit

This escalated quite quickly. Who knew so much commitment could be found on Facebook.

via: Reddit

Shoot! 68 point word! That really makes up for the fact that you just made the cringiest transition out of this conversation, good job.

via: Reddit

It feels a little late to pull the whole "wrong person, whoops" excuse, but hey, at least they weren't rude about it!

via: Reddit

Considering Cleveland is like two and a half hours away from Pittsburgh, this really is a whole new level of desperation.

via: Reddit

This guy is his own cheerleader and has no shame about it. If you can't agree with yourself then who will?

via: Reddit

Well that is one way to get your point across. No sugar coating, no flattering, just straight up honest. It didn't work though so I guess don't take tips from this guy.

via: Reddit

This one made me almost spit out my coffee. Yes, let's skip dating and go straight to marriage! Wow that was fast. How do you even respond to this one?

via: Reddit

Someone send him Christian Grey's number because this is fifty shades of really weird.

via: Reddit

Autocorrect: always making things weirder, for everyone. This one is worse than it needed to be.

via: Reddit

Well the Mischief Kings do sound pretty bad, maybe you do want to stay away. Plus, our parents always warned us about those bad boys!

via: Reddit

I always love a good, "LOL, but seriously" especially about something awkward. I guess this is one way to tell someone you have an STD.

via: Reddit

Wait, what are we even talking about here? This is too metaphorical for me, and I'm a writer.

via: Reddit

This transition is definitely unique. Speaking of snacks, how do you feel about abs?

via: Reddit

Two words: control issues. Stay far, far away from this person.

via: Reddit

Inner monologues are supposed to remain as inner monologues, not be used as pick up lines. Nice try though.

This is just too weird, truly. I don't know how people think this is a successful approach to asking someone out.

via: Reddit

Damn, if it is bad, it just got worse, just like every single screengrab above. Share this article with your friends who thrive off of cringiness and awkwardness. It's always fun to laugh at these screenshots and be thankful it's not you.

Strike four, you're out.

via: Reddit

They say you should quit while you're ahead, but what do you do if you've literally never been ahead? This conversation was DOA from the jump.

A truly devious plan.

via: Reddit

This is a pathetic attempt by a dude to break up his ex's new relationship, and what's funny is, he doubled down again and again. She had the Snap proof, my man! Let it go!

Really, this is UberEats' fault for hiring such pretty drivers.

via: Reddit

I don't know a lot about women, but I do know they like hearing sad-sack guys whine about how "striking out."

He went for the recovery... and made it worse.

via: Reddit

Hey bud, we've all been there. I know when I drink too much and text, I too use perfect capitalization and punctuation until I'm called out for my bad behavior.

Long walk just to be a creep, my man.

via: Reddit

If you ever have to ask the question "too weird?", go ahead and assume that yes, what you're doing is too weird.

The timing was... not great.

via: Reddit

Listen, this is a very funny little comic that I'm sure this dude's family group chat would have enjoyed literally any other day.

Most successful adults brag about being successful adults in online forums.

via: Reddit

I wish I could Venmo this guy some money just to cement the fact that he is brilliant and I am his lesser.

I haven't seen my Cousin Swol since Easter.

via: Reddit

I do not care for the implication that this man's mother could not have sweet, ripped pythons from lifting all day every day, brother.

Is gatekeeping vegetarian?

via: Reddit

One cool thing some people do is yell at other people for liking something they also like. Yes, that is a good and reasonable thing that regular well-adjusted people do.

"Bet" means, like, "for sure."

via: Reddit

So actually, it was a completely reasonable response. Maybe she would've been happier if he'd sent her a sad face emoji? You know, just so she'd know she'd hurt his feelings?

Cool move, Adam!

via: Reddit

"Grandma, how did you meet Grandpa?" "Well, he got horned up for me in a professional context and then I waited 45 minutes for him to take communion before I texted him and then we fell in love forever."

Notifications about to pop off.

via: Reddit

You know what they say — time is money. Only in this case, we can go ahead and replace "money" with "the feelings of other human beings."

Thank you, Service King.

via: Reddit

This is actually a very sweet move from the Service King. And now that car will be named "Hannah" long after the relationship with the other Hannah ("People Hannah," as she is now known) has run its course.

Oof.

via: Reddit

Just looking at these weird emoji cartoons is hard (they are kind of weird and gross). Imagine if they were also delivering heart-breaking news? Nothing could be worse.

Yes, this is all that guy's fault.

via: Reddit

Poor guy got rejected, and instead of taking the L like a man, he attacked the guy who had the fake number he was given. This is truly the saddest story ever told.

I've wondered this about memes myself.

via: Reddit

I have to imagine that the first person in this convo was making a joke about something thy noticed in their online dating profile. And then, when it flew over this poor meme-maker's head, he went in on his deeply-held ideology that only he, a king among men, is capable of putting funny lines in Impact font on the top and bottom of pictures of SpongeBob.

Got her.

via: Reddit

Wow, that mom has to be just sitting alone, in the dark, in her living room, contemplating every choice she's made in her life that lead her to make this fateful mistake.

Tell. Me. EVERYTHING.

via: Reddit

This is the beginning of the most fascinating story ever told, and I am right there with this guy — I want to know it all. This is what it feels like when a new trailer comes out for a Christopher Nolan movie.

"It... it worked?"

via: Reddit

If I'd known it was this easy, I wouldn't have been so depressed the entirety of my time in college!

Keep texting. I dare you.

via: Reddit

What part of "please don't text me today" did this person read as "I should send one more text explaining myself"? Just stop texting, bro.

Let's do some detective work.

via: Reddit

The fact that the iPhone user has a picture for this toe-texter in their contact implies that it's not a random wrong number. This is someone they know. Someone who legitimately wants to lick their toes, got called out, and tried to back out. Not buyin' it, toe-texter! Not! Buyin' it!

I don't know what to do right now.

via: Reddit

Everything that's happening in this text thread is not just weird — it's positively inexplicable. It feels like an alien's first draft of a story about people.

"You best stay away from your cousin."

via: Reddit

What, you think you can like my boyfriend's pics just because your parents are siblings? No no no, you gotta ask your cousin's partner before you go doing anything like that.

You seem upset.

via: Reddit

"Please only message me the specific information I've decided after-the-fact is relevant, and nothing more. I don't have time for all this excess data despite the fact that I am writing you an insanely long text message. Thank you."

Oh boy.

via: Reddit

There is nothing more cringe-inducing than someone being acting like a faux-Joker "merry prankster" online, and there is nothing more likable than a reasonable person replying normally to a faux-Joker "merry prankster" with level-headed responses.

Facebook friends are the new currency.

via: Reddit

Imagine being upset that you lost a Facebook friend. Honestly, I get upset when I GAIN Facebook friends — one more person to go back and forth on as to whether I want to invite them to my birthday party.

Weird, dude. Real weird.

via: Reddit

This is maybe one step away from role-playing with asterisks, which is objectively creepy. Also, don't ever say you're a "silly dude." If you really are a silly dude, we'll know.

Yyyyyyyikes.

via: Reddit

If you know someone who's lost their mom, you've got to make a real big mental note — we're talking 48-point font in your head — not to bring up moms ever. Not ever.

Just leveling the guy.

via: Reddit

For anyone who's ever experienced online harassment, this has to be the dream scenario, right? You insult them back so harsh that they just plead for mercy? I honestly might print this conversation out and get it framed.