25 points

Pretty tame, but I once texted “i love you” to my then gf (now wife), but accidentally sent it to my boss, who was riding in the car with me.

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18 points

Did you get a raise?

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10 points

The boss did

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1 point

Your boss became your girlfriend, now wife?

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2 points

Tame stuff.

When I was in college was was sending cat pictures to some random person. They only replied when I asked something specific (“When are we meeting,” or something like that). They replied with “Hey, I’ve been meaning to tell you, this is the wrong number. Love the cats though.” The messages had been meant for my grandma.

Second time, in high school, I got a new phone and was texting my whole two friends so they would have my number. I got a reply back that I wasn’t “2ugly2live.” apparently, the girl I texted also had a friend with the same name and thought I was trying to impersonate her. And I thought her friend was trying to trick my friend. The other “2ugly2live” texted me and she used a lot of l33t speak, so I shot back to who I thought was my friend that it couldn’t be me, “she can’t even spell!” Sent my friend a message on aim and she was like, “???”

I apologized to both randos and we got a chuckle out of it.

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37 points

I sent a very sexually explicit text meant for my girlfriend to my mom. Don’t do that friends, always double triple check your sexy messages

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17 points

My husband accidentally sent a text with the word masturbate in it to our group chat with his sisters. That was uncomfortable.

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20 points

I accidentally set a sexually explicit in message meant for my wife to my realtor - we were all standing together so I asked him to just delete the most recent message from me and he did so. I am much more careful now.

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13 points

He didn’t

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18 points

If he didn’t that’s up to him. If he felt embarrassed or uncomfortable by that message after refusing to delete the message that’s on him. I don’t really give a shit for my feelings - I just didn’t want to make him uncomfortable.

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9 points

Coincidentally, this very week, I accidentally texted my neighbor a vulgar comment about TSA patting down my balls that was meant for the Mrs.

Unsend did not work 🙄😙🤮

I got a little taste of what Truman must’ve felt like when he realized everyone got to watch his awkward years.

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7 points

What did they cut to while he was flogging it for 90% of any given day for a few years

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23 points

My boss and I were driving back from a meeting in another town. The GPS suggested he take a different route because of traffic. He didn’t we sat in traffic for like an hour. I sent a message to my brother complaining about my boss., Complaining about my boss and how we were stuck in traffic. Or more correctly I meant to send it to my brother , accidentally sent it to my boss. Since we’re stuck in traffic, he checked his text message. needless to say that was an uncomfortable drive home. Somehow didn’t get fired

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6 points

Damn. Awkward drive home!

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