We all know that the internet can be a wild and sometimes scary place. You can’t even open a simple meme without reading hundreds of comments from trolls or online bullies, and don’t even think about reading comments on news articles.
But the most frightening area of the internet can simply be your own inbox. We’ve put together some of the creepiest messages received from strangers on the internet.
Suit Up
Here we have another example of these super inappropriate messages and conversations where it really seems that the creepy stranger really thinks they are being honorable or in some way appealing.
Take this guy, who doesn’t see a problem with contacting a casual acquaintance to ask, completely unprompted, if they would like to hook up. And then when turned down, thinking it’s something to do with dress code? Quite amazing really.
No Photos For You
Yikes indeed. Imagine receiving a random, anonymous message requesting raunchy photos. Would you oblige? What about if instead of requesting, the message was angrily demanding them and telling you off for even thinking you had a choice?
In that case, we think we’d agree with this person’s response every single time. It’s a resounding “nah” from us too. Does this person really think this would ever work?
Candid Camera
The “oo no” at the end of this exchange is just absolutely killing us here. There’s something so wholesome and innocent about it, even though we fully suspect that the pictures they did have in mind, weren’t in any way wholesome or innocent.
Well you know what they say, when dealing with strangers on the internet, you better be careful what you wish for.
Three’s Company
Ouch! This guy needs some ice as soon as possible, to put on that searing burn. But we have to say, we don’t feel that sorry for him because he put out a pretty inappropriate message.
It’s bad enough that same-gender couples have to face discrimination in the face of the law. But to receive unasked for messages from strange men offering to join in with their marital relations? Absolutely not ok.
D for Disconnect
Good grief! We find this one quite hilarious that this guy even bothered to respond, but we appreciate him taking up some of this online troll’s time that he would probably otherwise be spending annoying a woman.
Because just who sends these sorts of messages? With no idea who they are even sending them to? It’s just mind-boggling, really it is.
Unappealing Offer
Oh, this is a really sad one. Not many people realize that 1 in 4 women will experience pregnancy loss at some point in their lifetime. It can obviously be a really traumatic experience that can seriously impact people’s mental health.
So, we don’t know if this message is a genuine one from someone actually struggling with grief, or someone just pretending and jumping on a super-sensitive subject. Either way, quite upsetting.
Haters Gonna Hate
This one is hilarious! Here we have a totally brilliant example of when one person hates another and they think it’s super obvious and that the other person will care in any way about what they think.
But the recipient of this message not only doesn’t care about what this person thinks, they genuinely don’t even know who they are! Certainly not the devastating response they were expecting.
Cutesy Killer
Well this one took a turn. You never know what will happen when receiving random date requests from strangers on the internet. One minute, they’re creeping you out with their weird, overly cutesy way of asking you out. Are you a care bear? Who talks like this?
And then suddenly the next minute—before you’ve even had a chance to reply, let alone actually turn them down—they’re telling you to die! To be honest, we wrote this guy off at “heywoo”.
It’s What’s Inside That Counts
Oh dear, this one didn’t go according to plan. We know that many a creepy internet stranger likes to open an unasked for conversation with “what are you wearing”, and actually, they should be quite pleased that this person even responded at all, let alone with an actual answer.
We assume that when they asked for “inside”, they were interested in underwear. Should have been more specific, anonymous creeper guy.
Self Own
This one might be the biggest self own in internet creep history. Imagine going online to tell someone that their crush is totally unattainable, even assuming they’re some kind of model—without even realizing that that is in fact, their boyfriend?
Normally, receiving messages like this could be hurtful or scary. But we bet that the recipient of this message—and their boyfriend—had a good old laugh at it.
Got Your Number
Now, we love the idea of the good old-fashioned meet-cute. You run into a guy at a coffee shop, you think each other is cute, you get to talking, and eventually swap numbers go on some dates and end up in love? The best!!
But receiving a message from a guy who just happened to be behind you in line and STOLE your number from a conversation they weren’t even part of? That is NOT part of our dream.
Lost My Appetite
Oh MY! We have never seen such a grossly inappropriate misuse of Uber Eats privacy. In fact, we are amazed to think this doesn’t happen more, considering how many creeps there are out there in the world.
Can you imagine simply innocently ordering food and then receiving these wildly inappropriate messages? From a stranger who knows where you LIVE? It’s just beyond comprehension.
Strangely Poetic
You gotta love random strangers on the internet who send you compliments you didn’t ask for and then get mad when you don’t say thank you.
Have creepy strangers honestly never heard of the concept of being creeped out? It seems not. But the last line “and everybody who may resemble you” is a surprisingly beautiful turn of phrase. We’re stealing that one.
Dating Preferences
This one is so gross. What is it with guys having a thing for certain women based on their race and ethnicity? It’s so weird and basically tokenizing people, without appreciating them for actually who they are.
Well this guy has a huge obsession with Japanese people and he doesn’t mind telling strangers while hitting on them. Except… he also doesn’t know how to tell the difference between Japanese and Korean people. Better keep researching.
Strangely Wholesome
We have to say, that as creepy messages on the internet go, there’s something quite pleasant and cordial about this one. Because yes, this guy is randomly sourcing (or trying to source) a sugar baby on the internet, but there are pluses to it.
First, at least he’s making sure she’s over 18! And secondly, the recipient doesn’t seem to be offended or creeped out by the message. So no harm done to anyone here.
Big Misunderstanding
Wow! This message exchange took a seriously disturbing turn, with what seemed to be maybe a serious human trafficking situation here.
Imagine just receiving this anonymous message and thinking you’d accidentally been looped into a huge immoral and illegal operation? Thank goodness, by the end of this exchange, they’ve realized they are talking about a bird. Phew! Still quite strange and random, but definitely less frightening.
Never Forget
We love the idea of a holiday romance, especially when the love stays in your heart and you pine for your far-away lover for a long time afterward. It’s the stuff dreams are made of!
But when the concierge at your hostel steals your number and pines over you for a year, without you having any idea or even remembering them? That’s not dream stuff. Maybe just nightmares.
Stalker Vibes
We have so many questions about this message. First, do these people even know each other? How did this person get their number?
And if they do know each other, is this in fact the person in question, or is it just a random photo? We are not sure which is the more creepy option, to be honest. Either way, this isn’t a message we’d be comfortable receiving.
Time to Move
Holy cow! We had no idea that food delivery apps had so many creeps working for them. Honestly, it makes us think twice about wanting to order food when we’re alone at home, especially if we don’t have roommates or partners living with us.
Because can you imagine the trust we have to put into these apps, sharing our phone number and personal home address? It’s so beyond creepy that a food delivery guy would misuse that information.
Strict Stranger
If there’s one thing we like more than being messaged out of the blue by strangers and asked if we are real, it’s then being asked for our Snapchat handle. Does anyone even use Snapchat anymore?
But our absolute favorite is when this total stranger informs us that they are in charge of our personal decisions and how we choose to interact with them. It’s just so charming isn’t it?
One Giant Leap
It’s wonderful to think ahead and to know what you really want in life. And for sure, when you first meet a potential date, it’s so exciting to think that they could really be the one. Hooray! And it’s not unheard of to even start thinking about the marriage and babies that may follow.
But for heaven’s sake, don’t tell the other person that you’re thinking that. Especially when you haven’t even actually been out with them yet.
V-Day Voms
Why is this person even replying to these weird messages? To be honest, if we received this sort of communication from someone, whether we actually knew them in real life or not, we would not be impressed at all.
Add to that the fact that this person already has a girlfriend, and just why are they even engaging with them in the first place? We don’t get it.
Massive Overkill
Goodness me. Whatever happened to a simple, courteous, “I like your hair”? Since when did dating rules start requiring us to detail long, complicated, and pretty violent narratives and fantasy exchanges just to express a simple compliment?
Well we don’t know, but we’d like to unsubscribe from it, please. No more violent hand-cutting-off imagery for us thanks. Keep your compliments to yourself.
What is Happening
This one appears to simply be two entirely different conversations. One person is just having what appears to be a regular chat and the other is having some sort of strange role play with dominance/ordering each other around.
Don’t get us wrong—whatever floats your boat! But if you’re going to enter into one of these role plays, you should really make sure it floats their boat too. Otherwise you’re just a creep.
Unwanted Therapy
Oh wow! We’ve had plenty an over-confident, under-qualified guy try to psych 101 us before, but this one totally takes the cake.
Can you imagine being so over-confident in yourself that you could actually, with no embarrassment or shame, claim that someone’s anxiety or depression is actually caused by not going out with you? It’s so awful, it’s almost an impressive skill.
V-Day Voms
Why is this person even replying to these weird messages? To be honest, if we received this sort of communication from someone, whether we actually knew them in real life or not, we would not be impressed at all.
Add to that the fact that this person already has a girlfriend, and just why are they even engaging with them in the first place? We don’t get it.
Massive Overkill
Goodness me. Whatever happened to a simple, courteous, “I like your hair”? Since when did dating rules start requiring us to detail long, complicated, and pretty violent narratives and fantasy exchanges just to express a simple compliment?
Well we don’t know, but we’d like to unsubscribe from it, please. No more violent hand-cutting-off imagery for us thanks. Keep your compliments to yourself.
What is Happening
This one appears to simply be two entirely different conversations. One person is just having what appears to be a regular chat and the other is having some sort of strange role play with dominance/ordering each other around.
Don’t get us wrong—whatever floats your boat! But if you’re going to enter into one of these role plays, you should really make sure it floats their boat too. Otherwise you’re just a creep.
Unwanted Therapy
Oh wow! We’ve had plenty an over-confident, under-qualified guy try to psych 101 us before, but this one totally takes the cake.
Can you imagine being so over-confident in yourself that you could actually, with no embarrassment or shame, claim that someone’s anxiety or depression is actually caused by not going out with you? It’s so awful, it’s almost an impressive skill.
Self Destruct
Here we have a great example of creepy and horrible, but also just overall a massive fail. This person is texting a random number pretending to be hacking their phone, in the hopes of—what—getting a picture of them?
Perhaps later their plan would be stealing their identity or asking for money, but whatever the eventual aim was, it’s not going very well.
Eternal Optimist
We have to applaud the positive thinking that this online internet stranger is putting out there into the world. Even though this person has made it abundantly clear that they are not interested in pursuing anything with them, they still respond with an overwhelmingly happy reply!
“Sounds good”? What exactly is so good about it? Oh right—the fact that you simply ignored the no and carried on shooting your shot. Sigh.
We’re Intrigued
We have to say we are a little interested by this one, albeit against our will. Because is this actually true? Is there a correlation between people who can touch their toes and people who have Egyptian-style toes? Also, what are Egyptian-style toes? Is that a thing?
We think perhaps we’ve fallen into this person’s trap—be so weird that you can’t help but pique their interest. Good job sir, good job.
Guess Again
Ouch! There’s one thing you can always be sure of, which is that a woman doesn’t want to be told she looks younger than she is. Unless, of course, she’s maybe 15 or so.
But the woman in question in this exchange is actually the ripe old age of 24. And while 30 isn’t exactly creeping towards old age, no one wants to be told they look a whole 6 years older. Not a good approach, man. Not good at all.
Nice Response
We love the way this woman so easily and smoothly shut down this online creep. Who comes straight out and asks someone if they are a cuddler or not? Such a weirdly intimate question, even if it wasn’t from just a complete stranger.
So the way she responded straight out by informing him she has a boyfriend, is just perfect in our eyes. Great job.
Word Vomit
We do not understand what is happening here. Has this guy somehow ingested a strange, cartoonish thesaurus? Whatever happened to just using normal English language words? Why is he going on this strange fake linguistic bent? It’s certainly not getting us interested in him romantically or in any other way.
No wonder the recipient of this message didn’t reply. We wouldn’t even know where to begin, honestly.
D For Effort
Another day, another weirdly inappropriate stranger on the internet asking odd and unsolicited questions about a women’s body. Just why did this person think it was in any way ok to enquire about this woman’s bra size?
We will probably never know, but we would like to as it seems such a widespread misconception. If we could find out, then we could let everyone know why it is so very wrong.
Dirty Mind
Some people have a real talent for turning even the most innocent of images or topics into something gross.
Take this guy for example. This poor girl has simply posted a picture of her new headphones and somehow he still manages to make a saucy, and totally unasked for, message out of it. It’s just so incredibly creepy.
Almost Perfect
This one is amazing because at first, this lady did actually respond really well to the comment. She thought it was hilarious! If only this guy had stopped right then and there when he was ahead, he could have actually got a date with her.
But alas, the success of his remark went to his head and he took it too far—and that’s when the woman decided nope, this wasn’t ok. What a shame.
That’s Fine
We feel this is the dating equivalent to expecting vegetarians to eat chicken. Yes, this woman is queer. But this man simply doesn’t understand that this translates to the very simple fact that she’s not interested in men.
We can’t help but laugh at the “that’s fine”—he’s obviously trying to be friendly, but just doesn’t know what he is talking about. Or does he think that he will somehow be the exception to the rule? Who knows.
Don’t Hold Back
We almost admire this woman for how straightforward she is from the outset about what she wants in life. I mean, isn’t it good to be honest and let the other person know exactly what your needs are?
There’s definitely something in being honest and open, but we do think that sharing about babies from the get-go is a little too out there, even for us. She needs to reign it in a little.
Train Wreck
Yuck! This one is super creepy. Can you imagine if some random guy from the train just started searching for you and reaching out to people you knew in common to get your contact details?
From what we can see here, it doesn’t sound like there was much of a vibe between the two of them, so much so that she didn’t even remember him. This definitely isn’t a romance to remember.
Daddy’s Girl
Oh holy cow. There is just so much wrong with this message, where do we even begin? Firstly this man is writing to this girl totally out of the blue, with no signs anywhere that she’s at all interested in him.
Then it just gets worse when he mentions he’s her DAD’s friend. And then just… the suggestions… the language! Please no. We wonder how the dad will react when he finds this out.
Call the Police
What on earth? This person found her number after she… stepped on his foot? How does that even work? When he goes on to say “it’s my job to find people”, what does that even mean? Is he a professional stalker?
We have no idea what’s going on here, but it’s certainly not a message that fills us with love or excitement for romance.
John Doe
Now, we wouldn’t exactly call ourselves experts on relationships, but we do think that part of building a romance with someone, involves revealing who you are. And we don’t just mean opening up and being your real self, but actually just simply not being anonymous and refusing to tell someone your name.
Does this person really think they can get someone to go out with them without even telling them their name? it just doesn’t make sense.
Full Steam Ahead
Wow. We have to wonder if this guy has even noticed that he’s not getting any responses here. If he has, it’s certainly not deterred him from what he wants with this woman.
Perhaps he doesn’t even want a reply? Maybe he just enjoys firing off these random messages and just admiring his own penmanship. Or perhaps he thinks it’s a numbers game—send enough messages and one is bound to work.
Desperate Times
Oh dear. We almost feel a bit sorry for this man, considering how clueless he is. Actually wait—asking for someone’s bra size when you hardly know them? No, we don’t feel sorry for him. He’s a creep.
We appreciate him trying to claw it back with a last-minute compliment, but the compliment is also kind of creepy, too. One for the junk mail folder.
Sweet Nothings
We can’t help but laugh here, at the idea that this is actually an exchange between an existing couple. Can you imagine replying “tf?” to someone saying “I love you”?
Anyway, the point is here that they are NOT an existing couple, and this person is just randomly sliding into her DMs to make a totally overfamiliar and inappropriate declaration. Delete, block, thank you next.
Do it Yourself
Once again we have a random delivery guy shooting his shot with a woman whose house he has actually been to in a professional capacity. On the one hand, it is actually a pretty respectful message and we like the subtle church reference there so she’ll know he’s a wholesome guy.
But still. Professional setting, home address, misuse of personal info? We’re sorry, but however nicely you go about it, it’s still a definite no from us.
Patience is a Virtue
Another long-running soliloquy from a perfect stranger on the internet, declarations of love and desire, with no need for any input from the other person.
We can’t help but wonder—if you just put a pretty pic up on your profile, will these sorts of messages just end up rolling in, without any other need for action? Perhaps we should try it. Except we won’t because we don’t actually want these creeps in our DMs.
