These people share their most cringeworthy text they accidentally sent to the one person who was NOT supposed to see it.
“Oops… Wrong Person”

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1) “After drinking too much and making out with a co-worker, I sent a hungover text to apologize and make sure we were both clear it was a mistake none of our co-workers have to know about. I sent it to another co-worker with the same name. The office gossip…”–
2) “‘Hope you’re naked when I get there.’ Sent to my son’s daycare provider; she’s 65 years old and 300 pounds. It was intended for my wife of the same first name. The daycare lady handled the text well. ‘You don’t want me to be naked. I’m glad you guys still have a spark.'”–
3) “I sent something like, ‘he passed away early this morning, it was sudden, the doctors say it was in his sleep and peaceful.’ It was supposed to be to my wife about a friend’s dad who died. Instead, I sent it to one of my brothers. A few days earlier, he had asked, ‘Have you talked to (our other brother) lately?’ and I just hadn’t answered. So he got this text, and then no follow up from me because I was running around. He phoned me like 10 times, thinking our brother was dead. I felt so bad for scaring the crap out of him.”–
4) “‘I love you and miss you.’ Sent to an ex who was bordering on stalker.”–
5) “I once sent a text that I thought was going to my wife. It wasn’t near as explicit as most of the texts I’ve sent her, but it still talked about wanting to fool around later. I heard my phone buzz a minute or two later and had gotten a text back saying ‘I don’t think this was meant for me’ from my mom. I was so embarrassed and immediately texted back saying I was sorry and she was correct in assuming it was for my wife and not her. The next text back was the worst part, she responded ‘don’t worry, it’s ok. Your dad also sends those types of messages, mostly while he’s at church.’ I was too embarrassed to tell my wife and my mood was killed, so I just went to bed. It caused me to add a heart emoji in front of my wife’s name so that I knew not to send those messages without seeing the heart emoji first. I still have never mentioned it to my wife and have not told anyone about it.”–
6) “Texted my friend I’d call her back after I was done pooping but I ate White Castle the night before so it may be a good while. I even put the little poo emojis at the end of the text. I sent it to the painter I had been corresponding with all day who was actually downstairs starting on the kitchen. I wanted to die. It was a Mexican Standoff. I sent him an after text that just read ‘Please mail me the invoice. Sorry about that’ and hid upstairs until he left. So much shame.”–
7) “This just happened recently and now, at all costs, I avoid this co-worker at the office. I work in the oil and gas industry and went out on an offshore oil rig as a trainee with this tool hand. Many people that work offshore are disgusting roughneck types. My trainer was no exception. He was 62 years old, talked about women like they were objects, loved to talk about himself, and ate more crap than anybody on Earth. I saw him eat a dozen donuts followed by a box of girl scout cookies in an hour. He sucked as a trainer too. I learned more about his romantic life than I did about my job. I was stuck out there for an entire week, and when I finally got back, I meant to text one of the other engineers: ‘Thank God that’s over. If I ever end up like Johnny, shoot me. I think I got fatter breathing the same air as him. I’m quitting if I have to go out again with him.’ Get a text back later, ‘Good for you.’ Checked the name and of course, I sent it to the tool hand himself.”
This Accidental Text Ended In An Arrest

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8) “We had this girl get pregnant at our work. She immediately starts pulling cards and reduces her job to like 10 percent of what it was. If it was up to me she would get like a year and a half of maternity leave, but it’s not so I had to have her in there filling a shift that could be better filled by someone else. My boss wouldn’t let me schedule additional workers, so we get stuck pulling her weight.
I sent a text message to my friend complaining that I had to stay late and pick up her slack because she refuses to do anything. But I sent it to her husband, who also worked there, and had the same name as my friend.
He drives up to work in a rage, barges in yelling and cursing. I was young and stupid, so I just held my ground and put on the most bored face I possibly could. I told him he needed to stop yelling, he threw the nearest object at me, and I called the cops. Five minutes later the guy’s in cuffs, my boss watches the security tapes the next day, the girl tries to explain how it’s my fault, my boss says the text didn’t include any vitriolic language, and the guy gets fired.
I know it’s his fault for being a huge jerk, but just a wrong sent text message resulted in mobilizing the police and a guy getting arrested and fired.”
So Awkward…

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9) “Had the phone in my mouth while on the toilet at work. Motion detected toilets. I must have hit the microphone icon with my lip… because my iPhone sent the guy I was banging the lovely sound of a flushing toilet and me grunting while I pulled my pants up. Luckily he laughed a lot, but we didn’t wind up dating.”–
10) “When my now-fiancée and I started dating many moons ago, we were living a few hours away. We would send dirty texts back and forth. One night, I sent one to her, but not to her mobile. I accidentally sent it to her house phone. I didn’t know this at the time, but the telephone system would translate the text and leave it as a message in a Stephen Hawking sounding voice on the phone to be picked up. So cue my Stephen Hawking filth, ready and waiting for the next person to pick up the house phone. Unfortunately for me, that was her roommate. So she got the joy of listening to all the dirt I was going to do to her roommate from a world-renowned physicist. The kicker was they didn’t know who had sent it until the end of the message, as it said ‘M’, which is how I sign my texts.”–
11) “Freshman year of college, my girlfriend’s name was right next to my manager’s name on my phone. I sent her a picture with googly eyes and a leprechaun hat poorly edited onto my man part, captioned ‘Can I find your pot o’ gold tonight?’ Except it went to my very gay manager, who then proceeded to call me and laugh for a solid 15 minutes.”–
12) “A girl from work I don’t even know that well sent me nudes. Her husband and I have the same first name. She was in meltdown mode for a while.”–
13) “‘Got my rods lined up, cooler is full of drinks and boat is in the water. See you at the dock in 20.’ I sent that to my boss only a few minutes after sending him, ‘I am not feeling so good today and won’t be in.'”–
14) “I guess in the grand scheme of things it wasn’t that bad but when I was maybe 15 years old I was hanging out at the local shopping center with a bunch of friends. I was complaining about one friend to another and sent a message about how desperate and needy she was. I sent to her instead of the intended person. This same girl’s mom was giving me a lift home and the girl told her mum as soon as we got in the car. Nice long awkward journey that.”–
15) “I sent a text saying, ‘Yeah, I’ll call you soon babe, but Mr. X won’t leave. He’s being annoying and won’t go away.’ Next minute Mr. X checks his phone, gets up and just walks out. I check my phone. Yep. Sent it to X.”–
16) “When I found out my wife was cheating on me, I hired a private investigator later that day. He asked me to text him a picture of her so he would know what she looks like. I accidentally texted her with ‘this is her’ with the picture. Oops.”–
17) “‘Say hi to your mom for me.’ It was supposed to go to my wife who was having lunch with her mom. Instead, I sent it to my friend whose mom had died two days prior.”–
18) “‘Yeah, it’s going okay but she’s being really depressing.’ Text sent to a girl I was on a date with who was in the bathroom. Meant it for my friend. There was no follow-up date.”
“I Sent Maybe 15 to 20 Texts Before Realizing It Was The Wrong Number”

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19) “My best friend studied philosophy and read a book about how to raise children, written in the 17th or 18th century. She sent me lots of hilarious tips and advice from the author, ending with a poem he wrote about a sailor on a rough sea.
On a Saturday afternoon, she called me and asked if I could send her all those texts because she got a new phone but wanted to show those great tips to a friend. I sent her maybe 15 to 20 of those texts when I realized that I was sending them to the wrong number. As my phone would regularly unlock itself in my pockets to screw around it had somehow added my bosses number to her contact.
Long story short – our plant manager received around 20 historical parenting tips, followed by as many missed calls from me and I spent a whole weekend vomiting and preparing for a lay-off. On Monday morning I apologized, almost cried from embarrassment and he laughed for months whenever he saw me. I still work at that job four years later.”
They Really Messed Up

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20) “My phone doesn’t save names on some occasions and instead, only saves numbers, so I know contacts by the last three digits. My girlfriend’s number ends in 838, my girlfriend’s stepdad’s number ends in 838… I sent him a message simply saying, ‘heading off to bed now, will talk to you tomorrow, love you.’ He replied with ‘I love you too, but I think you should also tell Alice that just in case she gets jealous.'”–
21) “I sent profile pics of the girl I had a crush on to the girl I had a crush on. I was trying to show my friend who she was.”–
22) “I sent a nude to my mom instead of my girlfriend. The worst part was my mom thought something was wrong and told me to go to the hospital. Then she called to make sure I was okay. I was too embarrassed to answer, so my girlfriend answered for me. That was the first time they met each other.”–
23) “Earlier I meant to text my boyfriend ‘I see you!!’ I accidentally sent it to my sorority sister and immediately told her that I sent it to the wrong person and she replied back, ‘okay, I was a little creeped out because I just stepped out of the shower.'”–
24) “I sent ‘I love you’ to my new girlfriend. Then told her ‘Wrong person,’ as I meant to send it to my mother.”
He Accidentally Texted His Date… More Than Once

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25) “I was on a first date with a girl I had met through doing some community theatre. We’d gone to the movies to see ‘Cloudy With A Chance Of Meatballs.’ Before the movie, we were chatting and slowly realizing that it definitely wasn’t meant to work out. We just had too many conflicting interests and opinions. It made the experience incredibly uncomfortable, especially because we started lightly arguing over things like politics and religion.
Before the movie started, I texted another friend of mine to tell her (the friend) how awful the date was going. And it was quite a text. And then I heard that fateful sound. Immediately after clicking ‘send’ on my phone, my date’s phone chimed. She pulled it out of her purse and read whatever text had come in. She then slowly turned to me and asked…
‘Did you MEAN to send that to me?’
I immediately realized and explained that I had just opened up whatever the most recent message in my inbox was and replied to that, with the intention of texting my friend. Or perhaps I’d clicked the wrong name in my contacts list (they both were the only names beginning with M in my phone.) Needless to say, she was pretty upset.
I explained that, despite our differences, I really enjoyed her company. I really did, because she was brilliant and beautiful. Certainly out of my league. So we continued the date as friends which was more awkward than we had anticipated.
After the movie, we went our separate ways. When I got back to my apartment, I texted that same friend again about how that date was incredibly uncomfortable and I doubted that there would be a follow-up. My phone chimes.
‘You sent it to me again.'”
How Humiliating

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26) “Ex-boyfriend and I were both wasted and in a fight. He called me a really awful, sexist name and stormed out of my house. I was texting my best friend and said, ‘Haha my boyfriend just called me a terrible name and ran out’…yeah, accidentally sent that to my dad, who was scheduled to meet ex-boyfriend for the first time the following morning.”–
27) “‘If we’re all supposed to show up at 8:00, what time is [surprise birthday boy] coming?’ Sent to surprise birthday boy, who was my very new boyfriend at the time. Realized the second I did it and threw my phone like three cubicles away. Turns out he had helped plan his own surprise party and we’re engaged now, so it’s all good.”–
28) “I was once dating a chick, and I was doubting our physical compatibility. I intended to send her something along of the lines of, ‘Do you think you can handle being with someone as intimately aggressive as I am?’ Unfortunately, I accidentally sent it to one of my customers I had recently sold a car to, a 20-year-old guy. He didn’t respond.”–
29) “I was trying to send a link containing a weird 1950s puberty education video to my friend in eighth grade via Facebook because I thought it was funny. Sent it to my mom. Pretended to get hacked by typing key smashes and a fake conversation between me and the hacker. It looked like: ‘DHJDSY STOP HACKING ME SROOTRFHKGD HOWD U GET MY PASSWORD AGHKUR WHO IS THIS DGOUTG MOMMY DONT OPEN THAT YOUTUBE LINK IT MIGHT BE A VIRUS.’ It worked. She never opened it and gave me a lesson on online safety when I got home.”
He Flirted With The Wrong Person

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30) “Many years back, I was flirting with this girl and was feeling the situation out as to if she was interested. I’d very recently started a new job (about a month in) and my vice president’s name was Scott. The girl I’m flirting with is named Samantha.
She had to cancel going out for drinks with me earlier that day and I ended up with some other friends – got right wasted. She texted me a bit later in the night saying she was really sorry and would have to make it up to me.
So, here I am in a cab, 2 am, completely wasted, looking at the text and think this is a smooth reply… ‘You’ll just have to make it up to me with a few hags and kisses.’ Yes. HAGS and kisses. Smoooooooooth. Now, it would be cringe-worthy on its own, but instead, I’d accidentally flipped back to the convo with my VP and sent it to him.
I get a reply ‘I think this might not be for me, but it sounds like you’re having a good night. See you Monday!’ Stomach dropped and I figured I’m screwed. Came into the office Monday and my VP comes over and asks if I got my hags and kisses. Eight years later, he still brings it up from time to time. Amazing.”
“Well, This Is Uncomfortable”

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31) “I once sent ‘don’t be a little brat’ to my attending physician (as a medical student). It was meant for my brother but the attending had just sent me a text saying he was running late. Luckily he laughed it off, but I almost died.”–
32) “My girlfriend’s best friend invited me to help organize a surprise birthday party for my girlfriend. For several weeks, I told my girlfriend that I was taking a night class to learn how to cook. During these ‘classes’ I was actually meeting up with her best friend and others to plan her party. Some nights, I even brought home food from a restaurant from the other end of town and claim it as my work. After weeks of lying to her, I couldn’t take it anymore. She was already very suspicious, as many people in her social circle were busy on the same day every week. I sent a text saying, ‘I don’t think I can do this anymore, it’s exhausting.’ I meant to send this to her best friend. I sent it to my girlfriend instead. To my surprise, she replied, ‘Oh, thank God you said something, I’ve been feeling the same way.’ It was a very awkward birthday party.”–
33) “The message read something like, ‘Can’t wait to get home from work for snuggles.’ It was meant for my girlfriend, went to my ex-wife instead. All she said was ‘You never sent me messages like that.’ Erm yeah, I know, you didn’t like snuggles, remember?”
They Couldn’t Believe What They’d Done

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34) “‘My anus really burns and I can’t wipe. I have to dip. Fecal consistency is liquid with no chunks. Looks yellow-ish and reeks of a dead corpse.’ To my girlfriend’s mother. I meant to send it to my girlfriend because she’s a nurse and asked me to keep her updated on my possible food poisoning. I actually got an answer back: ‘That is great information, but I think you sent it to the wrong person…’ oops.”–
35) “Not a text, but about 15 years ago, I worked in the corporate office for a bank in Charlotte. I buddy of mine also worked there and we’d email insults to each other all day because we were bored. And when you work in offices, you get emails all day from higher-ups about nonsense. So, you see where this is going. I emailed the head of the HR department accidentally and said his wife fools around with goats. It was a wonder I wasn’t fired immediately.”–
36) “I was about eight months pregnant and having serious gallstones. The hospital kept me overnight so they could do some ultrasounds in the morning. To help me with the pain they loaded me up with morphine. They made a critical error that night and did not take away my cell phone. This was back in the early days of the iPhone when you could easily send a text to the last person you texted, not just reply to the person who texted you. Incoming text from my husband: ‘I miss you, sleep well! The bed is too big without you.’ Outgoing text from morphine me: ‘mmm.. nakies.. would love that.’ As I hit send I was mellow as anything because of morphine. Even though I saw it was going to my pastor. ‘Hmm.. oh dear.’ I thought calmly. ‘I do believe that may have been somewhat inappropriate. Thankfully it is easily rectified!’ I forge on, in my morphine-induced haze: ‘Please ignore. I’m on morphine.’ And I roll over and go to sleep, only to wake up the next day with my Pastor and his wife standing over me, laughing hysterically.”