40 Plus Awkward Conversations That Are Too Uncomfortable To Read
The existence of the screengrab capability among mobile devices has made us absolutely giddy with excitement since it allows us all to have a sneak peak at some of the most embarrassing text exchanges. You’re in for some fun, even if we are being a little over the top here, so don’t worry about that. Stay tuned for some good stuff. Get ready to grimace as you’ve never done so before, and don’t forget to grab some popcorn!
Voices In Your Head
We’ve all had those evenings when we’ve been drinking so much that we’ve lost our ability to think clearly. It’s safe to say that Alex here was experiencing one of those moments, and that’s why he was up at 4:27 am. In the midst of being over-served, this schmuck decided to message himself and then proceed to respond to the message. Inside voices are a whole other ballgame, and we can all acknowledge that we speak to ourselves from time to time.
Granny’s Sarcasm
Although we are aware that trying to keep track of every member of our family and friends’ birthdays may be challenging, it is part of the responsibility of being a decent person. Don’t be shocked if you get a snarky note, as this grandson deserves, if you accidentally forget an important person’s birthday.
Grannys Sarcasm
Since we have all been in his position, we realize that we are being a little harsh, but come on, your grandma deserves more, and it is uncomfortable that this grandmother had to essentially beg for a wish.
Not So Good With Words
There are times when we prefer not to get just one-word comments, but Carmen went a little far with the rebuttal. We can’t really blame this man for his lack of English words since being rejected is something most people don’t react well to, either.
Not So Good With Words
Based on the Urban Dictionary, “bet” is slang for words like “great” or “word,” thus there is nothing sinister about it. After a careful examination of this embarrassing conversation, we recommend that Carmen take a tranquilizer and that the person on the other end get a dictionary.
Number Neighbor Can’t Come To The Phone Right Now
Although a challenge called number neighbor was conceived as a way to alleviate loneliness and boost community spirit, it has turned out to be fraught with its own problems.
Number Neighbor Cant Come To The Phone Right Now
Take a look at this conversation to see what we mean. While we sympathize with the messenger since he had no idea who he was messaging, maybe this should serve as a reminder to him to only initiate conversations with individuals he knows (and are still alive).
The Good Ole Phallic Joke
Even while we can all appreciate the timeless Pen15 joke, attempting to engage one’s mother in it leads to an uncomfortable situation. The concepts of motherhood and sexual organs are polar opposites that have no business being spoken in the same sentence.
The Good Ole Phalic Joke
It’s like attempting to mix oil and water; they don’t belong together and can’t be combined. We are fully aware of how the process of generating a baby works, but we do not believe it is proper to be so confrontational with a mother.
Adam The IKEA Guy
We bet Natalie was astonished after getting this impolite SMS since if you’ve ever gotten a message from IKEA, odds are it was about the arrival of your furniture.
Adam The IKEA Guy
Additionally, Adam, the deliveryman, is being forward, which is another warning sign. Really, dude? Before asking her out, at the very least, wait for her to react and see if she seems the least bit interested. We advise him to seek forgiveness for this unpleasant incident at church.
The Dad Hunter
We have the utmost sympathy for anybody looking for their parents, but we simply think that this person’s approach in this case was too blatant for such an important subject. The first sentence is unclear since it might be misunderstood by asking someone whether they fled.
The Dad Hunter
Furthermore, the second response is just too intrusive. We share the same sympathy for the unfortunate 21-year-old who was the target of these inquiries. He may have a drink since he is of legal age, which will help him relax after hearing this.
Husband In The Friendzone
Although open marriages are less frowned upon than in the past, this does not imply that everyone is in favor of them. Therefore, after only a few messages, we can sense this guy’s reluctance when this married lady reached out to him.
Husband In The Friendzone
Imagine declaring that you and your spouse are “just friends” in the final text. It’s quite likely that this woman’s arrangement does enable her to be open, but we’re still perplexed by it. You could believe it’s a little bit platonic.
Second Chances Are Rare
Even though fish are cute and have been the subject of some of the funniest memes, if you’re attempting to win back an ex-lover, you’ll need a lot more than this to be successful. Any kind of communication, from a simple “hey, how are you?” SMS to the delivery of a flower arrangement, would’ve been more effective.
Second Chances Are Rare
Even though the reaction was curt and to the point, it’s likely that we would have also said something along similar lines if we were in the same situation. What exactly was this guy looking for?
You Might Need Aloe Vera
Nothing makes someone feel worse about themselves like the gut-wrenching agony of rejection, and this discussion nails the awkwardness of rejection to the head. It’s so obvious that this guy liked this lady, so do you believe she had to bring up her past relationships?
You Might Need Aloe Vera
There is no harm in her telling us straight up that he is not the one for her instead of oversharing in an effort to hurt his feelings. After that burn, he’s going to require some extra help. What a wretched young man.
One-Sided Love
Unrequited love is one of the most terrible experiences. All we want for the unmatched lovers out there is that they be let down far more gracefully than this guy was.
One Sided Love
Don’t get us wrong; we get and even kind of sympathize with the individual who just doesn’t feel the same, but there was a lot more considerate method for this person to express themselves. She could have, for instance, eliminated the swearing and the combative tone (just as we accomplished with the censors).
Something’s Fishy
A delivery service is the worst way to discover out your lover is cheating on you. Adding insult to injury, the dish tastes fishy due to the seafood selection (we’re taking a moment to chuckle at our own joke).
Somethings Fishy
However, if Ariana felt that she could not forgive Sai for their quarrel, she would have the courtesy to end things the correct way. That costly shrimp lover’s combination isn’t the only thing she doesn’t deserve; neither does Sai’s affection for her.
This Cashier Gives Us The Creeps
This text exchange takes unpleasant to a whole new level; we’ve all had those terrible interactions with suspicious cashiers at the supermarket, but this takes the uncomfortable to a whole new level.
This Cashier Gives Us The Creeps
This cashier succeeded in getting himself fired simply to gain this girl’s number, and it’s likely that he didn’t realize how weird it is when he sent the message to her. Given that he invaded her private in such an egregious manner, we have strong reason to believe that Rachel did not continue her relationship with him.
If You Like It Put A Ring On It
Even though we’re aware that the title of the movie involving high school students who rob celebrities also appears in our subheading, it also just so happens to be the circumstance in this case. Just take a moment to gaze at that stunning rock.
If You Like It Put A Ring On It
After you have finished counting the carrots, read the discussion because it is quite embarrassing. Derek particularly pleased us with his sense of humor by taking the famous “give me a ring” slogan literally. Based on that, we would even think he would be suitable for marriage.
Candle-Lit Dinner Gone Wrong
We were shocked by this conversation since when we hear the phrase “romantic meal,” we often think of lights, a gorgeous table arrangement, and other romantic assistance. In all honesty, we agree with the lady who gave a negative response.
Candle Lit Dinner Gone Wrong
If we found a garage after being swept away by this seeming romance, we would gracefully excuse ourselves out from date and go. Additionally, we would likely ban the owner of the garage’s phone later, so props to this girl for being more kind than us.
Keep Us Updated!
Despite the fact that discussions that result from sending texts to the incorrect number all too often are embarrassing, we felt compelled to share this specific exchange with you all.
Keep Us Updated
The talk turned to Jake’s charred behind, and the person on the other phone was interested enough to want to hear more about the mishap. We assume that all it takes these days to start a discussion is to light a fire beneath someone’s bum.
This Shouldn’t Be Said Through Text
Normally, we have harsh things to say to children who send their parents offensive or inappropriate messages, but in this instance, the parent is the one who has to be disciplined. Even if the child’s cartoon was terrible, it was not fair for this individual to have to get a text message telling them that their grandma had passed away.
This Shouldnt Be Said Through Text
Regarding informing people that a loved one has died away, this parent wins the award for demonstrating the worst demeanor in history.
The Most Efficient Way To Break This News
In an effort to be as efficient as possible, this heartbreaker put all the men she had been seeing into one chat group and then sent one text message explaining her decision to end the relationship.
The Most Efficient Way To Break This News
We’re awed by her bravery and daring in publicly pursuing a string of casual relationships. Although it’s important to remember how uncomfortable it might be to be the recipient of such a massive message. We wish you the best of luck the next time around.
Shouldn’t Have Gone That Far
The Graham character went above and beyond with his description of how he ended up falling in love with someone by chance. It all happened on Tinder, a dating app that lets users swipe right if they like a person, or super like if they find them really attractive.
Shouldnt Have Gone That Far
By unintentionally, Graham pressed the incorrect button and claimed that he would have chosen the “super nope” option had it been available, thereby justifying his mistake. Whoa, that’s a little much. The fact that you’re single and using a dating app is no surprise to me, Graham.
Creepy Husband
That he believed he could get a date with his filthy narrative is the stuff of uncomfortable text conversations. It was just his last comment that made sense since he should be quite ashamed of himself after this whole ordeal.
Creepy Husband
Thank goodness this lady took a screenshot of the conversation and has made it accessible to the public now that she has done so. In fact, it wouldn’t surprise us in the least if she publicly embarrassed him. To be quite honest, he deserves it all the more!
His Own Kind Of Herbie
Even though it’s common for individuals to treat their automobiles like people, it always surprises me when I see businesses doing similarly. In this discussion, the majority of people wouldn’t even be aware that this is about a car if the term “vehicle” from Service King’s initial message were removed.
His Own Kind Of Herbie
This discussion may be cringe-worthy, but it does make us think of how much we used to like Herbie, the character from our favorite Herbie movies as kids. Herbie and Hannah both get a polish, buff, and shine for bringing their owners such joy!
Knock Knock To Your Heart
Our first instinct is to believe that the words “knock knock” are the beginning of some dumb and humiliating joke when they arise in a discussion. Awkwardness really works in Mr. Romantic’s favor in this particular instance.
Knock Knock To Your Heart
If she’s interested in dating him, what better way to do it than with a well-known joke. Fortunately, she got the joke and gave him a pass on his offer of a free meal. We’re guessing today’s romance is all about snarky quips, love emoticons, and memes.
Just Plain Cringe
There is a good chance that this conversation may make you resent modern-day children. However, the substance of some of these talks is where the trouble resides. We do accept that there would be fewer interactions today in real life.
Just Plain Cringe
The use of asterisks, for example, is one way an anime fan opted to communicate their activities to the receiver. This kind of phrase is uncommon in online chat rooms due to its bizarre nature. In addition, we appear to be stuck in the petting zoo.
Someone’s Gone (Pea)Nuts
Everyone, get your snacks and sippy cup liquids ready for this one because everything is about to become cringe-worthy. He’s attempting to be provocative with his usage of the peanut emoji, which shows out his private bits while talking about how he’d want to send an explicit picture of them by text message.
Someones Gone Pea Nuts
When the female pointed out that the emoji he had used was inaccurate, the discomfort only got worse from there. Stay off your phones, guy! That’s our piece of advice to you.
He’s Trying To Deliver A Message
Unlike the uncomfortable texting deliveryman cliche that we often see, this interaction proved it to be untrue. Now that the client is making advances toward the attractive delivery woman, the story takes a surprising turn when we learn that both people are married.
Hes Trying To Deliver A Message
With the exception of the fact that the lady, fortunately, still keeps her morals in control, nothing about this situation is tasteful. Regarding the married man whose circumstances are “changing swiftly,” we advise you to first officially alter your relationship status before taking this action.
She Just Borrowed It
Nothing is more precious than the relationship between a mom and child because, before the mother decides to assert her control, it often mimics a sisterhood. But sometimes, like in this instance, the daughter can indeed be the one who demonstrates more responsibility.
She Just Borrowed It
Here, the comical picture of the mother wearing the stolen bra is shown beside the self-conscious daughter. These situations are more appealing to us because let’s face it, they make for hilarious entertainment.
Hit Or Miss?
While there is nothing inherently wrong with this conversation and we appreciate the praises, we believe Sebastian went too far with his praise. His texts are reminiscent of dialogue from a high school romantic comedy in which the male protagonist attempts to woo the girl lead.
Hit Or Miss
Moreover, based on the girl’s timid reaction of the sad emoji, it seems that she wasn’t exactly interested in what he was offering. Therefore, Mr. Romantic, aka Sebastian, please remember that we are not in a movie. Relax with the theatrical demonstrations of affection.
Liar Liar Pants On Fire
According to several faiths, lying and perjury are both sins that may land you in prison. Let’s be clear: lying is not something to take lightly. However, this doesn’t stop individuals from squeezing the truth out of their stories.
Liar Liar Pants On Fire
We may conclude from this screenshot that someone’s partner lied about his location and even felt he got away with it – until a bystander intervened and blew the case wide open. His faked Snapchat didn’t stand up, and he’s now been exposed!
Econ Guy Gives The Creeps
Even though economics is a fantastic topic to learn in school, dealing with creeps like this guy is not worth it. He even had the gall to note down this girl’s phone number even though it wasn’t intended for him.
Econ Guy Gives The Creeps
He continued to act with a haughty demeanor by asking her for pornographic pictures! The day this stuff becomes the norm is the day we decide we don’t want to live on Earth anymore, therefore we hope you’re as unnerved as we are.
Uber Eats’ Hot In The Head
There are hot items accessible on Uber Eats app, but the company also responds to messages with a dose of heat. A client asked whether they would be at the main door, and their witty remark left us feeling like we were in the presence of a genius.
Uber Eats Hot In The Head
It’s a popular question, but where else would you find them if you placed them in the exact place? In addition, the one-liner “Uber Copter” is valuable since Uber Copter exists.
Boys Are Just Distractions
This guy went from being sweet and romantic to being aware that the female wasn’t interested before making an attempt to wed her. In her position, we would block his phone and leave.
Boys Are Just Distractions
Okay, we’re just joking, but it is odd that he changed his mind many times within the confines of a single little text message. He may be right that “guys are diversions,” but we believe that his many personas are much more of a distraction.
The Lonely Man And His Body
If you’re confused by the chat’s speed, we’re entirely on the same page, and if you believe this is typical, you need to get your priorities straight. There is still a balance to walking even if we recognize that modern conversation openings may become boring and that it is definitely best to be more direct.
The Lonely Man And His Body
To prevent offensive comments like “do you want to view my body” from being accepted, an imagined boundary of social standards is set up.
Not Funny
Aside from his “knock-knock” opening sentence and mixed-up messages about breakups and reconciliations, the guy with the cringe messages seems to believe he’s some kind of comedic genius. We have some advice for all the pranksters somewhere who think it’s amusing to do something like this to someone.
Not Funny
The current iMessage conversation of this person isn’t fooling anybody, so maybe he could take up hiking, surfing, or just spend more time brainstorming fresh jokes.
Cover Up The Awkwardness
We all know how awful it feels to be subtly rejected, but sometimes we simply have to swallow our pride and take responsibility for our actions. If not, you’re simply a liar like this guy who used the ploy of “mailing something to the incorrect person” to disguise his tracks.
Cover Up The Awkwardness
It’s a shame he did not break that message apart since now we can be certain he is lying. Guys, always be aware that dishonesty will eventually come up with you.
She’s Clearly Not Interested
Anyone who speaks about making you laugh rather than really doing it is generally not humorous in the first place. Even though we don’t support being nasty to other people, we shiver at how unpleasant this conversation is.
Shes Clearly Not Interested
The adage “talk is cheap” is conveyed, which simply implies that talking about doing something is far simpler than actually doing it. Without meaning to break his humorous bubble, we should strive to be doers in life rather than cheap talkers such as this texter.
She Does Nugget It
We are great fans of chicken nuggets from fast food restaurants, but Emily’s mother didn’t share our enthusiasm when her phone kept autocorrecting everything to “nugget.” In addition to this, she leaped to the conclusion that Emily was the one who had played this joke on her…
She Does Nugget It
Although anything is conceivable, we are going to give her the benefit of the doubt in this situation since chicken fingers are at their finest when they are eaten and do not contain the bones that are necessary for a good prank.
Not That Kind Of Response
There are many people out there who are unable to enjoy a good old-fashioned “knock-knock” joke, but it takes a unique sort of person to be incapable of doing so. Consider this texter who instead of saying “who’s there,” replied with the word “yoooo.”
Not That Kind Of Response
That answer would have caused us to abandon the joke and try it with someone else if we were the one attempting to make it. The conversation nonetheless continued despite the unpleasant hitch since this clown had definitely more patience than us.
Uber Driver’s Career Shift
We all need a little delicate loving care from time to time, and we’ll accept all the help we can get, but it’s important to verify who we’re talking to before we get too intimate.
Uber Drivers Career Shift
After recognizing that she had begun to open up to her Uber driver, this individual made a mistake that was both bad and awful. If we’re in her situation, we would have canceled the trip to avoid what would have been an extremely embarrassing journey.
Clearly Not Serious
It is a humiliating experience for a person to try to give their heart to another individual when it is obvious that they do not share the same values. It was completely out of the question for this individual to carry on a serious discussion with Sierra.
Clearly Not Serious
This hopeless romantic might be better off looking for love elsewhere since Sierra was more concerned about acquiring Oreos than focused on the two of them being in a relationship together.
She Could’ve Said A Better Excuse
If you’ve ever had to tell someone you’re not interested in them in a nice manner, you’re not alone. Nevertheless, this cat justification is at the very bottom of the list of plausible ones.
She Couldve Said A Better Excuse
Put on your grown-up trousers, person. Tell whoever asked you out that you’re simply not down. In these kinds of circumstances, it’s critical to be completely open and honest with the other party. This will just give the impression that you’re an insane cat person, and it’s quite probable that you’re also dishonest.
Kinda Weak With The Slang Gaming
When it comes to mothers, we’ll do everything for them, but that doesn’t imply that they know it all. In fact, when it comes to embracing the digital world, they’re completely lost. ‘IDK’ and ‘TTYL’ should be recognizable to all texters and phone users at this time.
Kinda Weak With The Slang Gaming
That’s why we laughed so hard when we saw this woman reply to one of her children with such uncertainty that she believed she required the aid of her other kid. As soon as possible, we advise her to brush up on her slang knowledge.
Yas Queen!
It’s not unusual to see someone being sarcastic through text, but when that sass is intended towards someone’s employer, then it definitely gets our attention. This employee of Bread Co. had the nerve to inform her supervisor, who required her at the restaurant, that she would be there “whenever.”
Yas Queen
She responded back with the sassiest photo imaginable when he told her that she was already twenty minutes delayed for her shift. As if that weren’t awful enough on its own.
Not A Typo
Despite the fact that the phrase “two carrot ring” misspells “karat,” most of us still think it refers to a diamond ring—and a very fine one at that. Uncomfortably, this texter was really talking about a ring with two carrots on it, but the receiver didn’t understand until a photo was supplied to explain.
Not A Typo
No insult to the ring-wearer, but we would prefer to go without a ring altogether than one that contains carrots. Men, always remember, karats or nothing!
Never Not Funny
Despite our enthusiasm for a good incorrect number SMS chain, the other party threatened to send in the cops for this one. In the absence of narrative or accompanying writing, we don’t entirely grasp why this screenshot would necessitate the police.
Never Not Funny
Then then, the picture of the newborns in the shoes is strange and elicits some spooky feelings. Then then, who would do this to a stranger? One of those psychos, that’s who!
Queen Of Comebacks
Nine out of 10 times, talking to an ex is a bad idea. It’s conceivable that the two sides will have divergent viewpoints and aim for distinct goals. If you’re going to complement your ex-girlfriend after a split, you may as well do it in the most flattering way possible, right?
Queen Of Comebacks
In her cheeky reaction, she reveals that their breakup was the spark for her transformation. As a result of her retaliation, we’re going to infer that the guy earned her wrath. Unusual and unnerving all at the same time. What’s more, who would mail this to a complete stranger? Who is this person?
Daddy Twinkie
We can’t think of anything more hilarious than a drunk parent. Why are you skeptical? Just take a look at this text conversation between a drunken parent and his sober son. They nicknamed it “Twinkie Gate” because that’s the only thing this dad wanted while he was drinking.
Daddy Twinkie
Also, calling his kid “my little fluff” as a word of love is a meme in and of itself. His long-awaited twin is well-deserved for this deserving dad.
A New Breed Of Cat
Despite the fact that we are aware of how frustrating it may be to get a large number of messages from an incorrect number, the awkwardness of this text conversation is unexpectedly not due to this factor. The idea that the person who received the photographs mistook this adorable little pooch for a cat is something that we just can’t seem to get past.
A New Breed Of Cat
Are you kidding me? Even if you are unaware of the identity of the person on the other end of the line, it is completely unmistakable that the creature in issue is a dog.
Autocorrect Did That
Never underestimate the hilarious potential of autocorrect. It has led texters all across the world to among the most embarrassing text interactions. This tweeter commented about her personal experience with it, and it’s one of the greatest we’ve seen in quite some time.
Autocorrect Did That
Her phone constantly autocorrected the word ‘leave’ to ‘lesbian,’ so when she tried to type “I’m leaving now,” the result was “I’m a lesbian now.” This likely required her to make explanations to her friends, family, and coworkers. What an awkwardness!
The Kind Stranger
It usually results in embarrassing conversation or perhaps a call to the police when we display you texts from erroneous phone numbers. That’s why we wanted to share with you a heartwarming text interaction between two strangers that we hope will be interviewed by The Ellen Show in the future.
The Kind Stranger
An unusual reaction to the standard “who is this?” or “go lost” was given to Jordan after he inadvertently texted a complete stranger about his whereabouts. Wow, such a sweetheart.
Yeah Right
This mother’s use of the phrase “adult cuddles” to refer to her and her husband’s need for some time apart from their kid was a glaring example of autocorrect gone wrong. As uncomfortable as it may be to think about our parents doing the deed, we must keep in mind that this is a perfectly natural occurrence and how each of us was created.
Yeah Right
For the sake of her daughter’s comfort, the mother in this situation should verify her texts many times before sending them.
False Hopes
Leaving it to autocorrect, a routine dialogue might seem quite uncomfortable and improper, as it did in this instance. However, we aren’t children anymore, and we are aware that the current generation of texters has, how can we put it, “colorful brains.”
False Hopes
So, we’re going to wager that autocorrect was just a way for these folks to express what they really meant to say. Where are the love notes and escorted dates now? What a moment it is to live.
Chill, Mum
Mommy Dearest seemed to have two personalities if you read this conversation rapidly since she jumped from giving hugs and kisses to becoming angry and swearing all in the same day. We have several ideas that could lessen the awkwardness of this talk.
Chill Mum
First and foremost, the son has to improve his hygiene (spare the tea towels! ), and secondly, the mother needs to relax by taking a lot of pills or even enrolling in anger management courses.
Girlfriend’s Got No Boundaries
There are clear limitations of what is permitted, despite the fact that it might be uncomfortable when other females are excessively friendly with your partner on social media. For instance, his family, friends, and coworkers (if he is a working man), are without a doubt permitted to engage in conversation with him.
Girlfriends Got No Boundaries
When it comes to the amount of sassiness that she is demonstrating to her boyfriend’s family, this girlfriend has no ground to stand on at all. In point of fact, she is responsible for making amends to the cousin.
Granny’s Arms
We often make mistakes or misspell words when we communicate too quickly. In certain circumstances, our misinterpretations might be completely illogical or, as in the case of this one, completely incorrect.
Grannys Arms
Rather than referring to her grandmother’s arms, this texter accidentally wrote about another portion of her body, which, let’s just say, granny wouldn’t have been delighted to read about either. To make up for it, she informed the receiver that she had made a clumsy error in judgment due to the fact that she relied on autocorrect.
Someone’s Good At The Jerk Game
There’s nothing worse than a pointless text exchange that goes round and round, yet we’ve all been there. That being said, it is uncommon for us to encounter someone who appears to be suffering from complete amnesia.
Someones Good At The Jerk Game
Please read this exchange here to get an idea of what we’re talking about – was this individual just kidding around? In light of the formal tone of the other communications, we’re going to say no for now. Isn’t that awkward?