40+ Funny Text Convos That Took a Strange Turn

Strange and awkward are two words that come to mind when we look at this text exchange. But we have to say that the second guy’s humor is only topped by his compassion for his fellow brother.

It would have been even better if the guy had sent a picture with the same picture but with a shirt on that would have been absolutely perfect.

Random texts can be awkward, but when they affect your life outside the phone conversation, then they become a whole different case. For instance, in this situation where this person thought their mom wanted to talk to them.

She probably did but hadn’t sent the message, and so this person was looking out for her even without knowing they were. But the strange thing is the person felt like they needed to scold the first person.

So this may not seem strange to some, but the response to the picture definitely makes it a peculiar conversation. But maybe someone should have a more in-depth talk with the person that thinks that a thermometer is a pregnancy test.

That in and of itself is a huge problem. And we are sure the continuation of this conversation gets even weirder, so we are glad we got the simple beginning. It’s enough to give everyone a good chuckle.

When you are in the bathroom, in general, you are in a vulnerable position. When something you are afraid of comes in, and you don’t think you have any way to get it out, this becomes a frightening situation. So what do you do? You reach for your phone and text your dad.

Now what your dad does with that text is up to him. Maybe, he will do what this guy did and decide it’s funny to play with your emotions. Then things will get a little strange.

There are many new religions in the world. Even some that have tons of beliefs and practices that others don’t understand. So this may seem strange to some bit maybe it’s not the most bizarre religion ever.

The conversation still is an odd one, and the fact that the guy is just ready to jump right into this fascinating new religion is odd to us but also very humorous.

This is a perfect example of the difference between moms and dads. The mother is clearly worried about the son and the fact he has been gone for several hours for a straightforward task.

When she shares this with her husband, his response doesn’t seem to match her fear level. Though the fact he thought her worry was about dinner is perfect and right on point for most dads.

A lot of kids get up to crazy things when the parent goes away for the weekend. Most of the hijinks typically surrounding having a little get together at the house. But this sometimes leads to interesting conversations.

This mother is missing a piano and just wants to know where it went. We have the same question, and why couldn’t the guy listen in the house it belongs to? Strange!

We have all had this happen, right? You feel tired, and then you lay your head on the pillow, and suddenly you just can’t sleep. Then the next morning, we want someone to feel our pain, so we share our problem with them.

But with this woman, she seems to have found someone to confide in that doesn’t seem to be understanding what she was trying to say.

Not sure Marie understood the question, and yet she seems pretty confident in her answer. This conversation was short but turned strange quick. Maybe this was a case of someone only half-heartedly reading the other person’s text?

We certainly hope that was the case, but hey, maybe it was Marie just being like the answer to the question is simple… women! Perhaps she should have been a little more clear on her answer!

Randomness can be a strange thing, especially when it comes to texts. Take, for example, this random text of what we are told is a standard cable. What do you do if this comes to a wrong number or to a contact that doesn’t know what is going on?

Well, if you’re this person, you decide to have a little fun and try to share with the other party a bit of your life as well. This may mean texting an image of your handsome cat.

Making a friend for some is difficult. You don’t know when to approach, what to say or how to work your way into a conversation. So texting makes this much more comfortable as you don’t have all the pressure of all eyes on you.

So why not reach out and see if someone wants to get together? This person must have thought that it was an open path. But that path got shot down real quick.

It seems like the little Captcha boxes are the answer to everything. There are few websites that you visit that, when entering information, there isn’t one of these little boxes present. Sometimes they are easy, and other times they are pretty tricky.

One place you never think to see one of them, though, is in your text conversations. Especially as a way to prove your love is real and not the work of a bots programming.

As we have already said, some from the older generation just don’t get the functions that are used on a smartphone. This can lead to some pretty strange conversations. Like a laundry list of what looks like Google searches.

Even better is that even after the child has told mom it’s not google, she kept going. Maybe she was just looking for a little help from her kid and not Google.

So this is a fine example of how much a part of our communications that texting has become. Without thinking about it, this woman wants to let their kid know they have forgotten their cell phones at home.

But that text, though sweet, seems a little odd since the kid doesn’t have the phone and won’t get the text until they get home and find the phone on the kitchen counter.

Your first is important, and most of us remember the name, date, and time of that person. But with this couple, that doesn’t seem to be the case, and it probably makes the guy question the validity of him being her first.

One word of precious advice, ladies, always try to remember the name of the guy you’re texting; otherwise, that convo could get a little strange.

Who just texts a picture of fruit? This conversation doesn’t get strange; it starts out strange. Not sure if this was a personal joke between two friends or someone was just amazed by the size of the melon.

But if you are going to text random pictures of a melon, you might want to make sure the person on the other end is who you think they are. Otherwise, you get this reply.

This is just a classic case of someone being a bit of a smart…well, you know. Look, some people just use generic terms that were brand specific for the type of product they are describing. This makes sense to a lot of people.

The other person is just being a little sarcastic, and though it makes for a funny read, maybe next time explains to this poor person that the “i” makes it an Apple product.

Emojis are a great way to add little accents to your text to say more than your words can say. But you have to know what they are and what they mean, otherwise you might wind up with an interesting discourse.

This woman thought she was being cute, but when it came down to it, she used one too many emojis and wound up saying something different.

We all need dreams, and when we achieve one, what fills that space? Perhaps a new drama, or maybe that space is blank on the shelf, and who wants a blank shelf in their life? But if you don’t strive to achieve your dreams…

What is there? Even still, this person’s conversation brings up a deep level of thought. Or maybe they were just being a little sarcastic.

Love is love, and it doesn’t matter where it’s found. But this is probably the strangest place and way that we have ever seen it. Just a random text saying I love you would brighten anybody’s life up.

Who knows, maybe this will end up being the love affair of a lifetime. Or perhaps, after all, look at that picture. Not sure if that means that the person on the other end is a guy or just someone with a wicked sense of humor.

This conversation went wacky real quick. How did they start talking about tea and then end with mackerel? This is not even a logical progression, and frankly, the ingredients of this meal seem like a pregnant woman made the menu.

It’s almost as if the one side of the conversation was actually meant for a wholly different person. We have all done it right, been texting two people and got the conversations mixed up. We are sure that is what is happening here.

This conversation starts out so nice and is one that has the potential to make somebody’s day. But then it goes a whole different route and one that could be looked at as kind of mean.

The reaction and tone of the conversation gets weird when the guy sends a picture of himself. Then it becomes almost rude. They could have just said no normally; the extra was not needed.

It’s always nice to have your significant other able to tell you how much they fear losing you. This revelation makes us feel loved and important, but as the years go on, the reply to this question gets more and more matter of fact.

This guy may seem like he is being a jerk or trying to be funny, but he’s just being honest. It makes for an awkward conversation but a funny one.

When you are setting up a blind date, it can be very stressful. Not only have you never really talked with this person, but you may not even know what they look like. So this conversation starts out very normal.

But the guy on the other end seems to think highly of themselves, and to knock him down a peg, the girl has to come back with a good quip.

Strange isn’t always a bad thing, right? When you answer someone you don’t know’s text and do it with a big heart, that might seem strange, but it is actually really nice. This guy understands where the other is coming from.

Because of this, they wanted to give that guy who got the wrong number a bit of virtual support. Good on you! That guy probably appreciates it.

Technology is changing fast, and some of the older generations took a while to get into it. So this means that your grandma may have just got a smartphone, and like with anything, it will take her a little time to adjust.

But even with that adjustment, there is no way that this conversation should have gotten this strange this fast. That’s not even an answer, grandma!

Wrong numbers are always a good time, but some people are clever and quick on the comebacks. So when this person texts a name and a question mark, the person receiving the text goes into a lightning reaction.

And the response may seem strange, but it is right on point and one that any 90s kid would laugh out loud at hence the texters response. We thought it was pretty funny too!

This text conversation starts out so sweet and then takes a turn nobody could have predicted. Letting someone know you miss them is so nice, but maybe the person on the other end isn’t missing you as much.

Typically this might lead to a shorter conversation but not one that could potentially hurt your feelings. Though Oreo cereal is pretty good, so we can understand Sierra.

There are a lot of very patriotic people, and some of them may well take this to a strange place, like this text. It started out with one friend asking if the other was free to get together to have a day out at the movies.

The answer seems a little strange to us, but it’s not wrong. They are free, but we are sure that is not the “free” that the other friend was meaning.

So is it us, or do you find that fact that someone was okay texting about another person passing away? This is just another sign of how much texting has taken over our lives, and that texting is now the preferred form of communication.

The exchange may get heated, but it is quite humorous and strange. Why, if some texted you and it was the wrong number, would you even answer the text.

When you get a text specifically asking not to do something, the best reaction is to go ahead and do it. So that is what happened when this person texted their friend. But the initial text is very strange.

We can only assume that this is a thing that these two friends do with each other. If not, it is quite strange and a little random.

How do you start a text like this? That is just mean and a little strange. We all have our days where we want to vent, but this is a little extreme. But then, once you realize it isn’t the person you should back off, right?

But strangely enough, this guy just sticks to their guns and decides that whoever this is in the same boat as James.

Don’t you wonder what the pic is that this woman was asking for from her friend Paige? But then again, this wouldn’t have made it on a list of strange texts if she had gotten what she was looking for. Or would it?

Anyway, the images they got back were kind of strange, hilarious, but very strange. Then again, anything with Nicolas Cage falls under those two words easily.

A random message comes across talking about inexpensive green means with no information attached you want to know the details. But this texter refuses to give it to the other person.

No questions were ever answered, and that makes this a pretty one-sided conversation. Not wholly strange, but strange enough to make it on this list for sure. But we still are wondering what the price was on those green beans!

You never know what is on someone’s mind and so asking them is one way that you can find out. However, sometimes asking will get you some amazingly odd answers, so be prepared. We hope this person was.

Because who would have to guess the other person was thinking of a short giraffe. And what the heck is a short giraffe?! The picture is not enough information.

There are many things that struck us as a bit strange in this conversation-starting with the guy’s nickname…T-Rex. But then when the person who got the wrong number text answers back, the text exchange gets a little more strange.

Though the texter sent it to the wrong person, the response certainly gives us the option to have a good laugh and learn a little about the dinosaurs despite the odd conversation.

This isn’t that strange until we go to the final text. That poor little dog is not a cat, and that is just too mean. This could develop into a dog dating service, though, if they really wanted to push the concept a little farther.

Even still, the fact that random people are texting a picture of what we presume is their cute puppies seems a little odd.

Okay, so there isn’t really a conversation here, but the single line of text is definitely strange. Imagine rolling over to this text in the middle of the night. The first thought would be, what was mom on?

The next would probably be how did that deer get a taco? The whole interaction is strange, and who knows what response you will get when you reply to mom.

If Liz couldn’t tell that her friend was setting her up for some punchline, she is a little crazy. After all, Liz is typically only short for one name.

But hey, let the other person have their laughs, we guess. It only gets a little strange when she takes the bait a second time. Maybe her next question should be, what the heck is Disney’s The Lizard King?

When you text somebody and don’t get an answer back, sometimes you just move on. This doesn’t always end in a strange conversation. That is unless you finally get a response to that text.

This is especially true when that response comes two years after the initial text was sent. But hey, at least the person got back eventually. They must have been really busy, we guess.

Since the Covid-19 pandemic began, traveling has been put on the backburner. And while a lot of us just wish we could just be transported to an island like Figi, the truth is that FOMO has always been a thing, long before this travel ban started.

The lavish high-life of traveling, glamorous purchases, and relaxing on some tropical beach appeals to us all but real-life circumstances get in the way and stop this dream from coming to fruition. These dream crushes include kids and taxes – you get the drift.

When it comes to music on our phones, radio, or TV, if we don’t like a particular tune then we can just change the song or the channel. However, life is not always so simple. What happens if you’re at a restaurant or cafe and a song that you loathe pops on?

Well, there are a few ways you can go around this predicament. You can choose to be annoying and ask a waiter to change it, you can just be miserable and let it play or you can be totally obnoxious and leave the place as this guy did. As you can tell, none of these scenarios have a happy ending.

The only way in which this wife would commit such a dangerous act, like opening a car door while the car is still going is if somebody really got her worked up. We’re just going to assume from the tone of this dude’s tweet, that he was indeed the culprit.

So, that brings us to our next thought – what did he do? We’re so curious to know… We’ve got every idea possible running through our heads from a cheating scandal to her finding the receipt for his new and expensive golf clubs.

Money really does help to make the world go round but it’s not everything in life. That’s why we get irked when we hear about people doing these purely for monetary benefits.

Take, for example, Mr. Funny here who thinks he’s so smart with his snarky tweet. Well, the joke is on you man because we’re pretty certain you’re still single. Have fun with your imaginary dollars!

We all know that sharing is caring but there comes a time when we just have to be selfish and keep our goods to ourselves. This could be in the form of clothes, body and skincare products, or our personal favorite, food.

That’s why we can’t blame this mom for blatantly deceiving her kid so that she can savor the last bites of her beloved cheesecake. Even though mothers are expected to be honest and fair, we all have our sacred items and hers happens to be this.

Introducing your new love interest to your family can be daunting, so it’s best to have that encounter once you feel like you really know the person. However, if you happen to be married and cheating on your spouse, then the time to make this introduction is never.

Instead, we have a different suggestion in mind – how about don’t cheat in the first place? If you don’t feel like you can stay being faithful to someone then marriage isn’t for you. Try adopting a puppy if you get lonely – they won’t mind if you bring over more.

There’s a reason why your ex-partner is your ex, so having a relationship with that person after being together can prove to be very difficult. That’s why most people recommend not to keep in touch with old flames, especially if you have someone else on the scene.

However, from time to time, we all get curious and want to know what our ex is up to. At this point, a social media stalk should do the trick. Anything else beyond that i.e. hiding in the bushes is unacceptable and downright creepy.

Call us slow but we seem to be missing something here. At first, this just looks like a generic label for a chopping board but upon closer inspection of the instructions, we realize this board should not be used for that. So now you’re caught up as to why we’re so confused.

What can this board be used for? To surf on? As a trivet for hot food? The options are endless but the company that created it really needs to stipulate the board’s real purpose.

Most of us take pride in our cooking and want the recipients of our food to both enjoy and appreciate our hard work. So, when this doesn’t happen it can be a pretty heartbreaking and embarrassing experience.

In situations like this, we say that laughter is the best medicine. Don’t let others know just how much your subpar meal has affected your confidence. You can always cry in the back while you secretly order dessert to compensate for your cooking.

Sometimes in life when you’re going through a hard time, all you need to hear from your family and close friends is that they’ve got your back and are there for you. That feeling of support can carry you through some of your lowest lows.

But you’re not going to feel all that comforted knowing that a perfect stranger is thinking of you so remember to make sure that you know the person well before you start to share your deeper thoughts. Or in this case, just know the person at all…

Random numbers in your phone can lead to some pretty uncomfortable interactions. This one is not that bad in comparison to some of the others out there stored in people’s phones.

Autocorrect or misreading? The answer to that question is how you see it, but without either of these two, we wouldn’t have this amazingly strange interaction to give us a good chuckle.

Fears, whether irrational or rational, are something we all have. Sharing those fears with a friend is a sign that you feel really connected to them. But when you share something, and they share something very rarely, does it get this strange?

However, on the low flying train fear front, we can see and definitely agree it would be frightening. Though this is probably not what the one friend was expecting to get back as an answer to their question.

This conversation starts out very ordinary—two guys talking about setting up a meeting to sell a car. But somewhere along the way, one of the guys mistakenly sent a text meant for someone else.

That made this get a little strange for sure. But the guy’s response made it worth all the strangeness. Well, at least for us, maybe not for the guy on the other end.

Some people are so logical, analytical, and literal that texting them can be difficult. So this conversation takes a turn when the person gets all spatial with the direction of the frown on the emoticon.

But it cleared up real quick, which is how you know these two texters are good friends. They really get each other. This friendship is literally about birds that flock together.

This conversation starts out strange and only gets stranger. Who starts a conversation with an esteemed guru? We knew once we read that intro that this was going to get a little weird and most definitely hilarious.

But it also makes sense, right? If you have been given a gift as this person clearly feels they have, you want to give the person that gave it a gift in return. Not sure his fully grown child will appreciate it, though.