These Cringe-Inducing Oversharers Crossed The Line

Kids say the darndest things, but it’s strangers that take the cake when it comes to providing messed-up personal stuff you didn’t want to hear and wish you never did.

Whether you're waiting for a bus, starting a new job, or on that awkward first date—oversharing can come out of nowhere, do its damage, and then stay with you forever.

Let’s take a listen to these stories of oversharers who definitely crossed the line.


1. Tale Of The Tighty Whities

My mother is a legendary oversharer. One time I had to drag her away from a cash register—that's her favorite place to corner someone and start telling them her life story. She was telling the cashier about her ex-husband, my father.

Before I could stop her she was telling embarrassing intimate details about his sleeping habits.

She told this poor cashier that he would sleep with a T-shirt tucked into his tighty-whities and she never saw him fully undressed in the 13 years they were married, because he would just untuck that T-shirt and roll the front of his undies down.

Like, what are you doing Mom? I don't even want to know about that, why would this cashier want to know that. What’s wrong with you??

AllieKat1282

Oversharers facts

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2. A Flood Of Confession

I was seated next to a quiet kid on a high school band bus to a football game. He'd been in my band class for years, but I had never really spoken to him. He was the type who didn't fit into anything at school that I ever saw. I resolved to get to know him a bit and open up a conversation since we were going to be sitting by each other for a few hours. I had no idea what I getting into.

It was like a dam burst; that dude talked for the whole trip. At one point, he told me that his mom was really unhappy with his stepdad but couldn't afford to divorce him.

And then he told me that his stepdad would drink too much and beat him with a stick, but he wasn't sure if his mom was also getting beaten, and that scared him.

There was a brief pause before he said, "I never told anyone that before..." Then he changed the subject completely. I must've been 17 or so. It shook me. Like...

obviously I was old enough to know that sort of thing happens, but too sheltered to think it happened to anyone I knew. I told my parents about it—seemed the right thing to do.

I don't know what happened from there. He and I never really spoke of it again. I just looked him up on Facebook, though. Looks like he's done really well for himself.

DietrichBuxtehude

Oversharers facts

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3. Two Family Tragedies

I was a 25-year-old female at the time and was at a hospital in the UK. I got discharged and was waiting for my taxi outside. This buff shirtless dude, covered in tattoos—they were decent too, in my opinion—comes over and asks for a light.

I carry a Zippo for novelty so I obliged. We got to talking, and he told me something that blew me away.

He said he had just got out of prison after serving a life sentence for the murder of his father, but he’d only done it because his father had taken his baby sister’s life. He had his records on him and everything.

He was at the hospital as he was diabetic and had experienced an issue of some sort after being released—I have no expertise here.

I have never feared and respected a man so much in my life. I bought him a pint after my taxi decided it wouldn't be arriving. Decent bloke — we still speak nine years later.

heavenhelpyou

Taxi drivers

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4. Problems Afoot

I was buying crayons for my students at the very understaffed dollar store near my house. The sole employee in the whole store had to go out and help someone with the ice machine outside so I was waiting at the register for him to come back.

Some other dude starts making small talk. He asks me why I'm buying so many packs of crayons.

I explain that I'm a teacher and you know, that’s just what teachers do because we get no budget. Dude looks at my flip-flopped feet and says, "Wow, if my teachers had feet like that I might have paid more attention in class."

Thankfully, the cashier came back right at that moment and I just bought my crayons and booked it out of there.

Reddittoxin

Oversharers facts

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