"'I can't wait to see you, I'm eager to hang out,' which was intended for my girlfriend. What I actually sent was much more explicitly spelled out. I ended up accidentally sending it to the 16-year-old waitress at the restaurant I managed, who shared the same first name as my girlfriend. Many terrified apologies ensued, and the misunderstanding was put behind us, thank god. There was a moment where I honestly thought I was going to jail."
"I helped my brother plan out his proposal and left him to do the last bits. He set up a bubble bath, sprinkled rose petals on their bed and set up cupcakes that read, 'Will you marry me?' on the kitchen table.
He went to message me the pictures of it all asking if it all looked ok, but instead, he messaged her with all the pics. Lucky for him, her phone died while she was at work, so he called her job asking them to take her phone. Poor guy was in a panic."
"My girlfriend and I were driving around town doing errands. We ended up driving past a gentleman's club, and the marquee sign said, 'Donkey Show at Midnight.' We live in the US, where such things are illegal and certainly not advertised, so we spent some time theorizing about what this could mean.
Once we got home, she took a nap while I played video games. An hour or two later, she texted me and asked, 'What do you want to do tonight?'
I thought about it for a few minutes, took a second to respond to a text I'd gotten from someone else, then sent back a dirty response. I didn't get a response for a while, which was odd; I was hoping for at least an eye roll. Eventually, she came downstairs and asked, 'Why didn't you answer me?'
But I had. As I checked my phone in confusion, I realized that because someone had texted me between her initial text and my response, I'd responded to that text by mistake.
With dawning horror, I realized that I had inadvertently sent the following text message to my girlfriend's mother:
'Want to make our own donkey show?'"
"My dad and my husband are both named Charles. I didn't meet my dad until I was 19, so I call him Charles, not 'Dad.'
One day, while pregnant, I tried to send my husband a picture of my giant, swollen 'girls' along with a text that said I needed them massaged, among other things.
Nope. Not my husband.
Another time, I was picking up my brother so he could stay with my husband and me for the weekend. I told him to text my husband from my phone and tell him we were on our way. My brother, being the weirdo that he is, added: 'I miss you so much!' His plan, after getting a reply, was to let him know who was really texting.
My husband sent something along the lines of, 'I miss you too. I can't wait to see you. And I can't wait for my bj. And getting it on in the shower.
My brother put down the phone and didn't say a word for a while."
"School had me swamped, so I barely got to see my girlfriend for a while. One night, I sent her a mushy text about how she's always on my mind, and I love her, but I'd accidentally sent it to a casual friend. Come to find out, she was secretly in love with me. It was a very awkward situation.
I tried to give her an out by pretending that my phone wasn't showing the name of my contacts, but she didn't take it and clarified it was her. We ended up agreeing that an in-person discussion would be better. We met up and had a very long, emotional talk and it put a lot of things in perspective for me. Then she asked me to dump my (then) girlfriend for her. That relationship wasn't a perfect one, but I did very much love my girlfriend, but there was just something to her words. They just felt so real, and I began to falter, but in the end, I decided to stay true to my girlfriend and turned her down. She said she understood as her eyes were tearing up and I felt like the biggest sack of crap to ever live. We didn't hang out too much after that. I didn't complain given the situation. She ended up finding someone which isn't surprising. She's a sweet and beautiful girl. As for me, I ended up being dumped for another guy. Oh, the irony."
"I accidentally somehow included my stepdad in a dirty snap of me naked (only my chest showing, thank god) inviting a girl I was interested in getting with to an event that night. I don't know how I added him on, but as it was sending, I saw that it had sent to him as well as the girl and I was mortified. The worst part is he opened it before I could finish sending him a message NOT to OPEN IT, and then he SCREENSHOTTED IT. I made him assure me he deleted it and later checked his phone, but it still creeps me out to think he might have that photo of me.
That being said, he's a chill guy, and I know my worries are unnecessary, and we just pretend like it didn't happen."
"It was my first semester of college, and I was drinking away, texting a fine lass from down the hall.
Well. Things heated up quickly and we started getting a bit raunchy. I texted something along the lines of, 'and then I'm gonna lick you up and down' to her. Or so I thought.
A few minutes later, my high school principal's name appeared on my phone. I thought to myself, 'Huh, that's weird, it's Friday night. Why would he be texting me?'
It turns out he had texted me to see how my first semester was going since I started training and mistakenly I sent that text to him. His reply: 'Uh, I don't think that's gonna happen.'
It's still mortifying to think about, and this was in 2009."
"I was on a plane with a group of co-workers, including a husband and wife. They were sitting in the row in front of me, both on aisle seats. I was also on an aisle seat. I was eating a bag of Doritos as we waited to taxi. I got a text from the wife, 'Is that [me] chomping away on chips back there?!'
I just smirked, then watched her look at her husband, wondering why he hadn't reacted to her text. Then she went back into her texts to realize she sent it to me, then ever so slowly setting her phone on her lap and staring silently ahead."
"I had just started a new job at a big tech firm, which I was wildly unqualified to do. A friend put in a good word for me and they basically hired me on faith. I was stoked because two of my best friends worked there, and for the first month, it was going great....until Valentine's day.
I was working on a project with my buddy, so our desks were adjacent to each other. Our work used HipChat - basically a chatroom app that allows you to create secured chat rooms with employees throughout the company. Naturally, my two friends and I had a chatroom that we used (often for very Not Safe For Work conversations).
On Valentine's day, our work held a Valentine's Haiku competition, with no guidelines given on what the haiku was about. So, seeing as this was early 2015 and Bill Cosby's assault news was a hot topic, my friends and I started coming up with Cosby-inspired haikus and sending them to each other in the chatroom. I started copying and pasting the funny ones to another friend who wasn't in the chatroom and continued this throughout the day. Doing this at work is completely stupid, I know.
Anyway, as the day went on, the haikus got worse and worse. And of course, one of the worst haikus of the day was accidentally sent to my boss. Upon realizing this, my heart sank, my blood rushed to my head, and I looked over at my friend sitting next to me and just said, 'Dude...I messed up.' I frantically began typing, 'OMG, I AM SO SORRY! THAT WAS COMPLETELY A MISTAKE,' etc, etc, and waited for a response.
It was about two hours before I received a response. I kept contemplating going to her desk to talk to her in person, or even tracking down her computer and trying to delete the message. Luckily, at the end of it, she accepted my apology and understood, which was a huge relief. But man, that day will haunt my memory forever."
"Personally, my worst wrong text was when I went to see Matisyahu with my friend and her boyfriend. I met him for the first time there. He was weird. He kept talking about energy and trying to say these profound things that just came out awkward and weird. He drove. On the way back after the show, I was sitting in the back seat, and my friend (let's call her Hannah) was in the front seat. My friend, Ben, was supposed to come but ended up staying home, so I decided to text him. I wrote these exact words, 'Dude, Hannah's boyfriend is SO effing weird.' I hit send. Two seconds later, I heard Hannah's text alert sound go off. Immediately, I fumbled to open my phone (flip phone days) and check my outgoing texts...I sent it to Hannah. She read it, turned around and looked at me and said, 'What?' She was looking all embarrassed.
All I could say was, 'I am SO sorry, I am SO, SO sorry.' Her boyfriend was trying to see what the text was and luckily she didn't let him see it. The whole ride was so awkward because he kept saying weird thing after weird thing, making my point even more valid and I knew we were both thinking that. They dropped me off, and I apologized again.
Fast forward to school a few weeks later, and I went up to her again to apologize without him there. She said, 'No, seriously don't worry about it. He WAS weird.' And we had a good laugh over it. All ended well, but man, was that uncomfortable."
"I was texting with my girlfriend. We were discussing a friendly wager on an NCAA tourney game. She named her stakes and asked, 'and if you win, what do you want?'
'Butt stuff,' I sent (half) jokingly to a buddy who just asked, 'What did you and the kids do last weekend?'"
"One time, I was a passenger in my mate's car and this segment on the radio played, something like, 'Text us your horrible boss stories to win a prize!' I'm sure you can see where this is going. My boss at the time was pretty awful. He didn't give me breaks, overworked me, charged me tax but pocketed it, was five weeks behind in my wages, and would get wasted in the front by himself while I was in the back cleaning dishes (this was a restaurant). So I put all of this information in a text to the radio station.
I wish. I put this in a text to my boss. I also had to work that night. It was a very awkward shift. It's like he wanted to be mad at me, but now he was aware that I knew that what he was doing was immoral, so he didn't want to make it worse.
Not many words were spoken that night."
"I was on a bad date, so bad that at one point I pretended to be replying to a text when an app sent me a notification just so we didn't have to talk. Then I texted, 'This date sucks, and I'm about to ditch them ASAP to come over to your place,' to a guy who was a friend with benefits, but instead my date's phone got the text. The date ended fairly quickly at that point."
"I accidentally sent the mom of the child I was babysitting a text stating that I would rather jump out of their window than continue to watch their kid for the rest of their night. Yeah, not my proudest moment, but he was being a monster all day, throwing stuff and beating up his little brother. At one point, I made him a pizza lunchable and he asked to put the sauce on himself, then proceed to scream and cry because he didn't like the sauce.
The final straw was him locking his little brother in the closet in which I had to break into. And I know what you're thinking, bad babysitter, but I was literally right there, he was just super sneaky.
After that, I paced back and forth in their house until they got home. We all pretended nothing had happened, then they texted me when I got home confronting me about it, which honestly was easier to take that way. I apologized and the mom texted back: 'I'm sure you didn't mean it which sucks cuz the kids really liked you.' And I never saw them again. Oops."
"My girlfriend had left a pair of panties at my place and had suggested I try them on and send a picture to her. Thinking it'd be funny and whatnot, I did. After I didn't get any response back, I went to ask if she got it but saw that I never sent it to her.
I had sent it to my younger brother. A picture of my junk barely contained in my girlfriend's panties.
He sent me one text: 'What the heck.'
I messaged him back, saying, 'Not meant for you, this NEVER happened.'
He replied back, 'This never happened.'
It's been like three years I think, and we've never discussed it, but maybe a few years down the line it'd be funny to bring back up and see if he remembers it."
"I was sending instant messages at work. I messaged my teammate Chris, but he didn't respond, so I messaged him again, this time in a vulgar way because I thought he was ignoring me. It turns out there are two people at work with the very same name, and auto-populate picked the wrong one. This guy was a serious director. I was a lowly engineer. He was furious, but I apologized profusely on IM and called him to apologize. I think that combo spared me. I still work there to this day."
"I was dating a girl named Monica. It was her birthday, and we were planning on having a romantic dinner, then we were going to a hotel where we had a room with a hot tub. I was going to give her a full body massage then we were going to relax in the hot tub, among other naughty things.
So, I typed 'MO' into my phone in the contacts and sent the text which said, 'Off work in an hour, can't wait to rub you down and get you naked in the hot tub.'
Well, 'MO; is also the first two letters of the word Mom, so I accidentally texted my mom and told her I wanted to get her naked in a hotel room."
"My brother wanted to see a picture of a Tinder girl I had met. So I took a screenshot of a photo from her profile and sent it to him. I accidentally sent it to her instead...her own photo. Luckily it was a photo of her and a friend, so I started sending her more and asked her to verify which person she was in each photo. Looking back, she admitted it creeped her out, but we dated for two years."
"I managed a Jimmy John's for a few years. I was at work and sent a text to my wife that said, 'Honey honey! You stink like dust!' It was an ongoing joke between us.
It turns out I sent it to one of my delivery drivers instead.
He got back to the shop a few minutes later. He came in the back, and we made eye contact, and I just said, 'Hey...'
He said, 'Hey.'
I said, 'That was meant for my wife.'
He just stared at me for ten seconds and said, 'Kay...' and walked away. This will haunt me forever."
"I wanted to try some backdoor action with my wife, so I mustered up the courage to see if she was up for it. I forgot that I had just texted my dad a minute earlier and hadn't closed the message window. I sent, 'Hey love, have you ever thought about butt stuff? Wanna give it a shot?'
Dad responded, 'No. That's not my style...'"
"My girlfriend and I still like to play Pokemon Go, and the main attraction is raiding, but you need people to help fight, for those who don't know. Anyway, after a long day of being in the Australian heat playing Pokemon, I thought it would be a grand idea to send a picture of my underwear to my girlfriend titled, 'Look at that sweat!' It turns out, I sent it to my Pokemon Go group with more than 70 local members."
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