15+ Texts People Should Not Have Sent

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Ben Weiss • Writer and Editor
Jul 25, 2023 4:00 PM EDT

We have all had a regrettable texting moment, haven't we? It could have been an impulsive moment of passion, a complete mistake, or a total misread of the situation. 

 

While you sit there and pretend that this kind of thing has not happened to you, I'll chime in and admit that it's happened to me on multiple occasions. I once was on my way to brunch with an ex-friend I didn't like and texted my other friends that I was fully not looking forward to it. Except I didn't text my other friends that…I texted the person I was literally about to meet in five minutes. 

 

Here's a more vulnerable one. I once went on a walk with a date and threw an unhinged tantrum at the guy after he didn't text me back within 24 hours. Let's just say I was recently out of a relationship, so there were definitely other factors that affected my behavior at that moment.

 

Keep scrolling below for these wild text exchanges. When you're finished, check out this collection of the top Karens of the week!

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  • 01
    Font - iMessage Today 9:25 AM i guess i won the I love you more game eazymacmiller: This is the saddest thing I've ever seen Delivered
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  • 02
    Dog - have u ever realised tht horses don't wear clothes they're neigh-ked
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    Font - I'm 11:12 PM that's a horn so immmmmm 11:13 PM you're trumpet What 11:12 PM in a school band 11:17 PM
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  • 04
    Rectangle - DE THEY SEE ME ROLLING, THEY HATING! You need a life get away from me
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  • 05
    Font - Aye hmu I looking 4 friend with banana fats Benefits **
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  • 06
    Font - Id rather see you in this travel-the-worlds: So this happened 212,781 notes There's nothing there OH WAIT THAT WAS SMOOTH AS 11
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  • 07
    Product - Okay :-) anything else you want to do? i-mjackskellington: naliest: Am I doing this right Absolutely right I want to kiss you 103,607 notes Pass chemistry 11
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  • 08
    Product - What do you do with all your art Stare at it until I hate it Delivered thecheshirekitteh: what it's like to be an artist, writer, musician, ....
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  • 09
    Product - o Sprint <Messages (347) Everyone thinks you suck James? 4:02 PM I think you have a wrong number well you probably suck too andrewfutral: instagram.com/p/IGEm3FkGsc/ 22% Nope. Andrew Contact Today is going really great >
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    Font - Princess Text Message Today 10:14 PM Sorry wrong number Who is this? Come back I'll be your princess We will meet again, in another life I love you too princess I love you bratsquad: I think this is the most romantic thing to ever happen to me 218,461 notes 11
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  • 11
    Plum tomato - good morning pumpkin that's a tomato. Delivered
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  • 12
    Rectangle - Josh Dude I had my first kiss last night Messages Edit Your mom dont count Your sister does though
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  • 13
    Azure - 2012-10-19 9:17 AM What happened to your face?! That was makeup! What's your excuse? Nice Nice Did you just "nice" your own joke? Yup. You would too, if you could do jokes Delivered See More Crazy Pictures & Videos on Owned.com
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  • 14
    Font - BO... AT&T 3G Messages 2:25 PM Yeah, haha. That's weird. O] Nope, I already know, she's texting me :) o Don't you think it's funny how the person you're going to marry is on this earth as of right now? But she just went to bed. So I'm talking to you now. :( 100% Edit Don't you ever wonder what they're doing? AWWWW Send
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  • 15
    Rectangle - Ellie how do i tell chris i like him though? these things are hard. :( Messages You just did ellie. ;) oh my gosh, i'm so sorry, that was to jenna! :| Edit Her name isn't even close to mine though.. Did you send this on purpose to me? Don't worry if you did ;) maybe;).. does that mean you like me too? :D<3 No. Seest
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  • 16
    Rectangle - Why is that? Too late for that, I will, and she looks just like you No your sister I'm scared baby That...one day you'll love someone other than me AWWWWWWWEEEEE =) =) =)...our daughter, you are so sweet, that's why I love you LMADTEXTS
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  • 17
    Ingredient - PRICE Lay's Flamin' Hot Today 1:30 PM Saw this at the store and thought about you
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  • 18
    Rectangle - Is it comfortable? I'd sleep. What would you do if I got you into my bed? Yes.
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text relationships entitled texting reddit thread Reddit funny dating entitled people couple
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