40+ “Whoops, I Sent That by Accident” Screenshots That Are Embarrassing & Annoying to Read


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40+ “Whoops, I Sent That by Accident” Screenshots That Are Embarrassing & Annoying to Read


At times, we may have inadvertently sent a text to a wrong person. However, it’s apparent that these instances are different. These individuals have attempted to initiate a chat with a message that they genuinely insist was not intended to be sent, regardless of its appearance.

Sounds Accidental

Depending on the content of the photo, mistakenly sending it to the wrong person can cause catastrophic consequences. The only course of action left is to request the recipient not to open the photo.


The communication from this individual appears somewhat contradictory. Upon analyzing the dialogue, it becomes apparent that the accidental nature of the text message may not have been genuine. If we were in this person’s shoes, we would likely refrain from opening the attachment as well.

Their “Friend”

Admitting your emotions to someone can be a daunting task. The thought of being vulnerable and the possibility of discovering that the other person doesn’t reciprocate your feelings can be frightening. Regrettably, this is a circumstance that can occur.


Once you reach that stage, the only option left is to acknowledge the response and proceed. Nonetheless, although it’s evident that the confession is false, we can consider awarding the individual points for making an effort to retract it. Perhaps, a less overused justification would have been more effective.

A Change in Tone

If you have used a dating app before, you likely understand that the discussions you engage in may become quite unpleasant. It appears that being shielded by a mobile device makes individuals more outspoken.


Generally, starting a conversation by complimenting someone’s physical appearance as “tasty” is inappropriate. However, in this case, we can take comfort in knowing that it was only said by the speaker’s friend. Nevertheless, it’s safe to say that this message is extremely strange and unsettling.

A Little Overkill

One can easily send a text message to someone by mistake, but in this situation, the recipient received the same message through both text and iMessage, which diminishes the impression that it was an accident.


Additionally, it can be seen as a convenient pretext for flaunting the engagement ring. Moreover, the individual who shared the information made it clear that the person in question was a former partner of someone’s previous partner. What would be the incentive to proudly display your wedding ring to someone who has already separated from your ex?

Making It Weird

Both “Hello” and “How are you doing?” are excellent choices for initiating a conversation. They are informal and unbiased, so they won’t make people feel uneasy. However, using compliments like “stunning” or “beautiful” outside of a dating app can be quite hazardous.


Receiving the message in the middle of the night makes it even more bizarre, and having Nick around to blame for the incident adds to the strangeness. It may be wise to avoid sending such creepy messages altogether to prevent the need for excuses in the future.

On a Dare

To begin with, nobody wishes to discover that someone asked them out as part of a prank. However, we are skeptical about the credibility of the individual who made the claim. Specifically, we need to doubt if the motive for asking out would have remained as a prank if the other person had accepted the proposal.


Although we appreciate the fact that the person did not claim that the message was accidental, their attempt to explain themselves and retract their response is rather uncomfortable and awkward.

A Bold Greeting

There are many details to consider in this series of messages. Initially, it is important to acknowledge all the messages that have not yet been responded to.


A piece of advice is that you should consider someone being busy if they haven’t responded yet. However, when the person did eventually respond, the other person ruined it with an inappropriate message. But there’s no need to panic because it was unintentional, and the blame lies with their friend, not them.

Just a Little Speech-to-Text

As we have observed, certain types of greetings may be unsuitable. Referring to someone as “baby” is only appropriate in particular circumstances, which did not apply in this scenario.


Even though we can acknowledge the creativity of giving an excuse for this “accident,” we are skeptical of its believability. It appears too unlikely that the person accidentally activated voice-to-text, recorded the message “hi baby,” and sent it without intending to do so.

Accepting Rejection

If you decide to make a romantic invitation to someone, you should be prepared to acknowledge that they might decline it. This means taking responsibility for confessing your emotions and recognizing that they might not reciprocate those feelings.


In contrast, an alternative approach could be attempted. How about shifting the blame on another person? Despite numerous reasons that can be pointed out why this idea may not be effective, one obvious drawback is that it lacks credibility.

Happens All the Time

As we have discussed earlier, there are certain things that should not be said to everyone. One such thing is addressing someone as “beautiful” while greeting them, which may not be appropriate in many contexts. It is particularly advisable to refrain from starting a conversation on LinkedIn by complimenting someone’s looks.


As a primarily professional platform, why would you start like this? Well, before you jump to conclusions, consider this an accident — no matter how implausible the explanation seems. It seems like quite a jump to accidentally send a whole sentence.

Very Mature

Breakups are hard. After all, nobody wants to lose a relationship that’s been important to them. This person clarified that they did tell this person why they broke up with them when they broke up.


As such, this message wasn’t only unnecessary, only made worse by the obvious lie that the question was from a friend rather than the person at hand. Did they think that this was a believable cover story?

Quite a Pivot

There are a lot of openers you can use for trying to flirt with someone. We can’t think of much that’s more jarring than this, for that matter.


We’re not saying that you might text the wrong person in a time of high stress. On the other hand, they don’t usually use it as a way to pivot from the death of a grandparent to try and land a date. This one is downright unsettling.

It Keeps Getting Worse

We can see accidentally waving at someone on Facebook. Still, you could just leave it at that and move on, only explaining if the other person asks.


This person went about as far in the other direction as they could — probably because it was never an accident in the first place. What’s really “unsmooth” here is starting with saying that they were checking this person out and only making weirder comments from there.

All on Its Own

These accidental messages come with a lot of excuses attached to them and some are more believable than others. This person wasn’t about to think too hard for a good excuse.


At the same time, it’s not believable enough to just say a friend did it. The solution this person came up with doesn’t exactly have us convinced that they’re telling the truth, though. We hate it when messages start to type themselves out like this.

A Classy Choice

Some things are better left unsaid. That includes keeping the conversation professional when you’re talking to a business contact.


As if that wasn’t bad enough, the person that posted this clarified that this person texted this while they were trying to land a job. A good rule to follow while you’re looking for a job is to not hit on the hiring manager! How could his friend do this?

Sure, That Makes Sense

Some of these accidental texts are definitely more bizarre than others. This person showing off their massive PayPal account is among the worst, though.


For one, this definitely wasn’t an accident — that’s clear enough. Secondly, this isn’t really how your net worth works. Plus, why would you keep all of this money in a PayPal account rather than a bank account? All in all, we hope no one is falling for this one.

Nice Try

There is a lot to unpack in this short conversation. To start, they came in with a bold request that was quickly shot down. From there, it would probably work best to just walk away from the conversation.


You definitely aren’t going to confuse anyone into thinking that you were talking about Myers-Briggs personality types. Best of all, “ETF” is not one of those personality types, so this lie still doesn’t quite add up.

This Is Awkward

This conversation is already fairly painful. The added backstory that makes this worse is that this person explained they’d already previously rejected the other person. With that backstory, it doesn’t seem too believable that they were intending this for a friend.


We get the feeling that they only added their friend’s name to back up the claim that it was an accidental text. We’re fairly certain they were hoping that the other person would change their mind upon seeing the “mistaken” message.

Name Calling

There are some things that you just shouldn’t say. For instance, you probably shouldn’t go around calling people ugly. If you do, it’s your responsibility to apologize if you even want a chance to reconcile.


Trying to brush past it without making up for it isn’t going to repair any burned bridges. Plus, it’s not super believable to think that they managed to call this person ugly by mistake. We’re not sure autocorrect is actually behind this one.

In the Dark

When you accidentally take a picture on your phone, it usually isn’t anything interesting. Maybe you catch the sky or the inside of your pocket.


It seems more than a little suspicious that this person would have accidentally taken a picture of their crotch. Taking things a step further, that pesky water spill even managed to send the pictures out. Also, apparently, it wasn’t so dark that the recipient couldn’t see what was in the picture.

From What!?

It’s always exciting to get the chance to hang out with someone you like, even if it’s only over a video call.


These two almost had the chance to connect but the first person blew it in a single message. We really can’t blame this person for not finding the invitation too enticing. We have to wonder what exactly they were supposedly trying to say in the first place that could possibly justify this scenario.

Blame the Cat

We have to say, at least this person didn’t lie about messaging the person. Still, that doesn’t mean they were honest. We can’t blame this person for feeling skeptical about the cat excuse.


It seems especially flimsy since this person was so eager to talk after they noticed their cat added a stranger as their friend. All in all, it seems like a strange conversation to start the day with.

Yeah, Sure

Sometimes, hearing from an ex is welcome but other times, it really isn’t. This person clearly didn’t want to hear from their ex.


It seems like their ex didn’t quite feel the same. Especially since the second text seems a bit flimsy when it comes to an excuse. We’re glad to see that this person wasn’t about to let them get away with the excuse after they didn’t get the answer they wanted.

A Bit Rude

There are some things that you just shouldn’t say to the people around you. For example, it’s incredibly rude to send someone messages like this. Even worse, what would someone get out of sending this to someone out of the blue?


That stands even if it actually was a message from a mischievous younger cousin. However, we’re not too confident that this is actually the case and we can’t blame this person for being mad, no matter who sent out the text.

Pushed to Admit It

Some openers just don’t work. So, what do you do if your first attempt falls through? Just say it was an accident! That’ll work, right?


Luckily, this person found that excuse about as believable as the rest of us and wasn’t about to let this person get away with it. The most surprising part of this is how quickly they admitted to the lie when they weren’t immediately believed.

Just a Mistake

We’ve seen a lot of “accidental” texts that were really people trying to flirt. That’s far from the only purpose behind one of these texts, however. Like this person, you could go for something more directly aggressive.


Somehow, we just can’t believe that this person didn’t really mean to send this message to this person. Even if they did, it’s an interesting approach to demand them to ignore it rather than apologize.

Just So Tired

When you’re talking to different people on Tinder, you’re bound to receive a few weird messages here and there. Still, some stand out more than others. For example, someone “applying” for a date.


It’s not necessarily the best way to put it and it definitely didn’t work on this match. While we believe that maybe they were tired and didn’t think this one through, we’re not so sure that they don’t remember trying out this line at all.

Pick a Story!

If you’re going to lie, there are a few things to avoid. After all, the last thing you want is to clearly give away that you were lying. An inconsistent story is usually a pretty big tell that something isn’t quite honest.


This person probably would have been fine with the conversation starter they had. The conversation only gets worse from there. As if “I didn’t mean to chat you” wasn’t unbelievable enough, they fell back on the oldest excuse in the book.

A Bit Aggressive

Listen, we have to say that this pun might have been a bit of a stretch. Still, it wasn’t horrible and it doesn’t seem all that offensive. As such, we can’t blame this person for feeling a little confused when the response was so explosive.


The attack on the spelling “error” offers an abrupt change in tone, to say the least. Maybe an apology would work better than trying to blame this one on your friend.

It Was Magic

It’s one thing to not read the room and say something a little out of line by mistake. Texting someone “I want you” isn’t a mistake or appropriate. We have to say, this person went for an interesting approach.


It’s a bold move to claim that you never sent something when they can just scroll up and see the proof. To make things even less believable, they didn’t even bother with a lazy lie, like blaming someone else for sending it. We guess it was all magic.

Just for Mom

There are a lot of cases where someone says a text was meant for someone else. If they send it right away, it can actually be a believable excuse. In this case, we’re just not quite sure that we buy this story.


It’s not that these pictures weren’t intended for someone else, it’s just who they chose to say they meant to text. We’re not quite sure that we believe that this person sent someone pictures of them flexing at the gym that were originally intended for their mom.

Automated Messages

Some of these text conversations come with a lot to unpack. This one really has layers that make it a weird conversation. While they didn’t quite blame their text on an accident when they didn’t get the response they wanted, we doubt it was a joke.


Yet, that’s not even the weirdest part. We’re particularly caught on them reasserting that it was just a joke in the first place two days after the initial text.

Very Believable

The person who initiated this conversation was clearly shot down and they tried to play it off. For a second, at least. It only took a sliver of a promise that they might get what they want to catch them in the act.


We have to hand it to the person responding, they really managed to artfully push this person to admit their lie with only one text. They just wanted to check, even though they definitely weren’t the person who asked in the first place.

Just Selling a Truck

We’ll admit that this person’s save was slick, to say the least. On the other hand, is it believable? Not so much. Even on Tinder, this first line is a strong start.


Before you get too upset, though, just consider how close that word is to “truck.” Who can blame them for helping their buddy sell their used truck? We’ll give them points for a memorable start to the conversation if nothing else.

Caught in a Lie

Accidentally sending one person a text is understandable. Separately sending that same message to a bunch of different people isn’t as understandable.


It’s especially less believable if all the people you sent the same accidental photo and identical apology message to are in contact. Once one person posted this trick online, it didn’t take long for everyone who received the same messages to realize what was going on here.

How Could This Happen?

It’s pretty clear to see that this person wasn’t happy to receive these messages. Most welcome “hello’s” aren’t met with “what?” in response.


It seems like this person couldn’t quite just accept the hint that they clearly received that this person wasn’t interested. We have to say, we’re not too sure that we believe that this shirtless picture was actually an accident. Here’s a helpful tip — this approach isn’t going to work.

No Numbers Saved

It’s always scary to confess your feelings to someone. You might get rejected, after all, and it’s a moment of real vulnerability. It seems like this person couldn’t just accept that they were shot down and moved on.


Instead, they opted to say that they sent this to the wrong number. If you were about to send such an important message, we have to wonder why you wouldn’t take a second to double-check the phone number. Plus, they never clarified who they were.

The Wrong Message

Neighborly behavior might include inviting local families to a barbecue or house-sitting for one another when you’re out of town. It’s important not to overstep. The first message here is clearly referring to a date, even if they don’t say it outright.


This person was even quite civil in turning down this invitation. As if the sudden offer wasn’t uncomfortable enough, the clarification even included him calling them “kid” to prove that they didn’t mean anything more than friendly, neighborly relations.

One Creepy Friend

We’ve said it before and we’ll say it again — there’s a time and a place for pet names. In inappropriate situations, they tend to creep people out. In this situation, it’s clear that it wasn’t the right move.


It didn’t take long for them to rethink and blame the message on a friend. The part that really makes this less believable, however, is the part when they pretend they’ve asked their friend to refrain from sending these types of messages in the future.

What a Turn

Some questions are better left unasked. That includes a question like the one that this person somehow thought was appropriate to pose. To make matters even worse, the other person wasn’t even single or seemed to show any interest.


Unfortunately, the classic option of “that was for someone else!” doesn’t really sound all that believable. It seems even worse that the conversation before it was clearly about painful dental problems.

Hey Mom…

Some people seem particularly shameless in these “accidental” messages. This person obviously knew that their current tactic wasn’t getting them any attention. So, they thought they’d try something new.


Maybe a little flex about money would turn the tides? If that’s not enough, why not sprinkle in the fact that you’re using that money to help your mom? It seems like this person wasn’t about to fall for this obvious lie.

This Is Awkward

There are accidental texts. Then, there’s the saga that these four texts take us on in such short succession. To start, “Enough time has passed” is an interesting start to a date proposition.


Even more interesting, is the fact that this person had dated their potential date’s mother in the past? It almost distracts us from the soap-opera-worthy option to blame their actions on a twin after they already confessed to the question.

A Total Mistake

When you’re in school, it’s not uncommon for people to work together to figure out who likes who. It’s something you might turn to a friend for. This friend had obtained the answer to the question their friend asked.


The only problem was they chose a medium that would notify the other person as soon as they took a screenshot. Well, so much for discretion when it came to that matter.

At Least They Agree

Usually, when you see these conversations, it’s a fairly one-sided excuse. This one really shakes up the usual formula a bit. At first, it really seems like this conversation was going well for both parties!


We definitely weren’t expecting them to both back out of the conversation by blaming a sibling. We wonder if one of them was telling the truth or if they both ended up backing out of their own accord.

Call Them Out

If these conversations prove anything, it’s that too many people use excuses like these to try and hide from the consequences of their actions.


In light of that, it’s refreshing to see this person not let them get away with passing their creepy message off as a joke from a friend. In fact, the delivery of this line really makes it all the better. Acting like a message was just a mistake doesn’t mean that you erase the consequences of saying something out of line.


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