'I texted my mom… Siri read it out loud': 30+ Awkward texts sent to the wrong person

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Remy Millisky • Writer and Editor
Feb 13, 2024 11:00 AM EST

It happens when you're barely paying attention: you've texted the wrong person. It's awkward at best and incredibly embarrassing at worst! It happens to all of us at some point, and these people were brave enough to share their stories with the internet. 

It's really nice if your workplace will give you a work phone, but these days that's rarely a perk. It's a great way to keep your work life and personal life separated. When you're texting with your mom, your boss, your BFF, and your partner all at the same time, these lines of communication can get a little criss-crossed. 

Other people didn't mix up their work life and personal life. Instead, they texted disparaging things to the wrong person. Imagine if you're bad-mouthing your friend behind their back, and then you accidentally hit "send" after typing it out to that person. That turns into a cringeworthy situation where you have to apologize to that friend… and of course, they can't unsee the message. They've already read it, and you have to face the consequences of whatever you've just spilled to them. 

Check out these people's worst "wrong person" texting moments. And then, check out how one library assistant got revenge using a plate of crunchy nachos. 

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  • 01
    What was your worst wrong text sent? 'I texted this girl I was going on a date with, "Hey Olivia, I'm out front" ...her name was Natalie. She never came out.'
    via Jae Park on Unsplash
  • 02
    What was your worst wrong text sent?
    via u/niagarasinillinois82
  • 03
    IrrelevantSpaceTaker. Texted my boss "I love you my cute pretty little princess". This was for my girlfriend, my current wife. Anyway he responded with "I love you too sweetheart".
    via u/IrrelevantSpaceTaker
  • 04
    Office_Gym321 When I texted this girl I was going on a date with "Hey Olivia, I'm out front" ....her name was Natalie. She never came out.
    via u/Office_Gym321
  • 05
    Verile-Net7992 I accidentally texted a stalker ex of mine the copy-paste message letting all my other contacts know my new number for my new phone that I had gotten to avoid said stalker ex of mine.
    via u/Verile-Net7992
  • 06
    discombobulatedhomey. Finished an overtime shift and instead of texting my wife I ended up texting my boss "Leaving work now. I love you so much baber. See you soon." It's like 2 years later and this man still calls me baber.
    via u/discombobulatedhomey
  • 07
    Blackfell0518 My cousin had posted that she was going through a tough situation, so I ofc messaged to ask her what's up. What I typed "Hey, I saw your post on FB, what's going on?" What autocorrect did to me "Hey, I saw your on FB, what's going on?" I tried to quickly send a message to let her know what I actually meant and for some reason it didn't send any of my tries. She read it and started to freak out big time
    via u/Blackfell0518
  • 08
    MajYoshi Oh man.. My 21 yr old son (at the time) was living with me as he was between places and trying to sort some things out. At the time I had the Motorola Droid with the hardware keyboard so I tended to typey type and send without double checking my work. One day I meant to send him, "Can you join us for a sec?" as my gal and I needed help with something and really needed another pair of hands.
    via u/MajYoshi
  • 09
    Somehow not only did I typo that one word that you all see coming, but I double typoed it to send, "can you join us for ?" When he sent back, thankfully, "uhh, I don't think so" and I looked, confusedly, as to why he wouldn't the help us with something we needed him for.... I realized how I had up. After my profuse apology and correction for what I meant to say, we never spoke of it again.
    via u/MajYoshi
  • 10
    Puppyway_836488 He texted me a gym pic out of the blue, I texted him back a screenshot and the text "Omg what should I say"
    via u/Puppyway_836488
  • 11
    Ezira I sorta did this once. I asked a guy out for a friend and accidentally sent him "he said no" instead of letting her know. He just responded "I know"
    via u/Ezira
  • 12
    Daniel_crates Back when my brother and I were in high school. my dad would get drunk, and be a Well my brother and I were each others support person. One day the whole family was in the living room together watching a movie. My dad had recently walked in, while my mom, brother, and I had been there for a while. Dad said some that bothered me. So I went to text my brother about how much of an dad is. Well I accidentally sent it to dad. My body went into shock. But my mind went into survival mode
    via u/Daniel_crates
  • 13
    Because I felt myself just push my phone into the crack of the couch. Then I walked straight to dad and said "hey I lost my phone, can I use find my iPhone on yours to find it?" He grabbed his, and said "oh a text from my son" I laughed and grabbed it before he read it, deleted the text, rung my phone, and was luckily in the clear. Ever since that day, I always clear my messages with him.
    via u/Daniel_crates
  • 14
    zowielve I texted my MIL while she was in my house. I meant to text my mom, she brought a friend to my house to meet my new baby without letting me know and I was going to say to my mom "ugh MIL brought over a friend without saying anything
    via u/zowielve
  • 15
    j3horn I sent a text to my cousin in New Mexico instead of my FIL, letting him know my wife was in labor. He still made it to the hospital in time but barely.
    via u/j3horn
  • 16
    andyc3020 My wife sent "My crazy client likes her hair" to the crazy client by mistake. The look on her face when she realized what she did was priceless. Needless to say she never did her hair again.
    via u/andyc3020
  • 17
    Karsa69420 Not me. I had made out with a girl for the first time in high school and she asked for my number. In my adrenaline fueled daze I gave her my mom's. I get out of play practice and as I sit down in the car she goes "So my son is a good kisser huh?" I wish god would have taken me right then
    via u/Karsa69420
  • 18
    blahblahrasputan When I was about 20ish (think early 00's, Nokia phone era) I accidentally texted "I love you" to a coworker I was trying to let down gently instead of to my partner. Small town kinda situation and the coworker had been coming on to me pretty hard and had even gotten my number from someone and had been texting me a lot. I wasn't sure what to do about the situation in general but texting her "I love you" was definitely not the answer.
    via u/blahblahrasputan
  • 19
    DarkSkyDad Not a text but an email: I replied to an email during a brutal Child custody battle I was in. I typed a long-winded, a bit nasty, "showing my cards" reply, solely meant for my lawyer's eyes....not realizing my reply "replied all" including the opposing lawyer.
    via u/DarkSkyDad
  • 20
    JU bradland I complained rather bluntly, and using colorful language, about my M&A attorney to one of my business partners... It was a group text. Oof. Fortunately, he was a professional. to apologize, and explained that deal frustrations were getting the better of me. He allowed me to save face, I called him and even put me at ease by saying that people have said far worse to him to his face.
    via u/bradland
  • 21
    -Olive-Juice- I'm a realtor and I meant to text another agent trying to schedule a showing of their listing but I somehow accidentally sent a "sticker" of a sultry cartoon rabbit with pink cursive text that said "Netflix And Chill?" Tough to recover from that. I don't even know how to GET to "stickers". It was wild.
    via u/-Olive-Juice-
  • 22
    Jolly McStink Accidentally texted my boss instead of my coworker. About how big our boss is. of a Lol. Honestly it worked out bc we talked it out and resolved a lot of pent up tension but when I first realized I was like
    via u/Jolly McStink
  • 23
    User_Deleted_Content. I sent the text to her parents home phone instead of mobile... Her whole family heard the emotional outpouring read by a text to voice computer which clogged their voicemail machine for weeks and cost me $300+ for the privilege of eternal shame...
    via u/User_Deleted_Content
  • 24
    CompuuHiWi I was in the backseat of a car with someone I didn't like. I texted my mom how bad it was going and I accidentally send it to the person who happened to be driving. SIRI READ IT OUT-LOUD OVER THE APPLE CAR PLAY TO EVERYONE.
    via u/CompuuHiWi
  • 25
    Forward-Essay-7248 Dont have a bad text but I did once get drunk and called my dad while at a family reunion (i couldnt make it) and left him a 2.5 hour ramble of how great a father he was. He played it at the dinner. No hard feelings I thought it was funny as
    via u/Forward-Essay-7248
  • 26
    Either-Ad-7909 Texted my mum instead of bf "they're awake, the lights are still on". I snuck out that night & that's how I got caught. Basically snitched on myself.
    via u/Either-Ad-7909
  • 27
    MVR168 A friend text me about a friend of her's I have met a few times. She told me this friend of hers had past away. I was driving and accidentally sent a happy face instead of a sad face and didn't noticed until I reached my destination about 15 minutes later.
    via u/MVR168
  • 28
    Savings_Rock_2368 Texted my best friend about my roommate who I shared a dorm with. Except, my roomie and BFF have the same name. She got it while we were sitting next to each other.
    via u/Savings_Rock_2368
  • 29
    whoamiplsidk sending " you" accidentally to my mom Imaoo
    via u/whoamiplsidk
  • 30
    Haughtea Love you. To my boss. He sent me a ?
    via u/Haughtea
  • 31
    "This show.. for . || Christmas live show thing to one of the instrumental people who put on the show.
    via r/AskReddit
  • 32
    EDIT: Didn't think this would gain any traction so I'll elaborate a bit more. It was an old slide phone and I realized AS SOON as I sent it and pressed cancel, and it showed I successfully cancelled it, but knowing how fast SMS was, I know that sometimes messages still go through. I sent a follow-up text immediately, banking on the fact that the text did go through, and the text said, "Sorry, (name of someone. else) took my phone and sent that." They replied, "They must be watching a different s
    via r/AskReddit
  • 33
    smiling_mallard Texted my landlord thinking it was my GF, and my text was about the landlord and somewhere I called her a " since her first assumption of why the oven wasn't working was because we weren't paying the utilities.
    via u/smiling_mallard
  • 34
    actstunt I used to work in an agency that shared offices with other 2 companies, we were like 70 people in the building, and almost all of us were in the same WhatsApp group created by a lunch person who used to bring food to almost everyone at the building. WhatsApp was where they'd share the menu and you just asked what did you want for that day.
    via u/actstunt
  • 35
    One day a girl from another office came late and mistakenly sent a message to that group intended for his boyfriend, the message read something like "I'm safe my love I arrived later tho" This was on that fateful era on WhatsApp when you weren't allowed to erase nor edit messages. So I took a screenshot intended for my pals group but mistakenly I sent it to the same group with the caption "what an idiot" and hit enter.
    via u/actstunt
  • 36
    I realized my mistake almost immediately but there was nothing I could do, all my coworkers saw the message but didn't say anything I just left the group and nobody ever said anything about it. I left the company like 1 month later lol
    via u/actstunt
  • 37
    BatShit CrazyCdn Six weeks after my ex husband and I broke up, he sent me a text and said, << you looked so hot today », ten minutes later: << that wasn't meant for you >>. Duh.
    via u/BatShit CrazyCdn
  • 38
    PumpkinFeathers One of my best friends in high school was a girl named Nataly and we were suuuuper close. One night I'm texting Nataly and I fall asleep mid- conversation. I wake up at 3:00am to a text saying "Hey, sorry I fell asleep. I love you, goodnight". Which wasn't weird at all, because we said "I love you" all the time. Without thinking, I reply back "I love you too! Goodnight Nataly!"
    via u/PumpkinFeathers
  • 39
    And I get an immediate text back from my girlfriend who hadn't texted me in hours saying "Wow, this isn't Nataly but if you love her so much why don't you be with her then". I couldn't help but laugh all the while knowing I up Imao
    via u/PumpkinFeathers
  • 40
    StareyedInLA I accidentally sent a folder containing pictures of my celebrity crush to my editor instead of the pictures meant for an article.
    via u/StareyedInLA

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