Hey reddit... what is the most messed up thing someone has dropped into a casual conversation?

maniaci137 · 11 months

When we were talking about one of my mom's uncles she casually dropped the fact that he was a pedophile who molested most of his children.

Jaws were dropped.

lucida · 11 months

I was at a bonfire a couple of days ago, and this backwoods D-bag with an Ed Hardy cap was talking about this party that he had attended a couple months before. He said that there was a girl at the party that got sooooo drunk that she told everyone at the party that she had never had sex before, and eventually passed out half-naked and pissed the bed. He then proceeded to gloat about how he had sex with her while she was unconscious and how she called him the next day in tears because she had "accidentally lost her virginity."

And I said, "Oh, so you raped her."

The party quickly went downhill from there.

luvcrunch · 11 months

One year at the cottage we met a family who was renting a cottage across the bay for the weekend, which consisted of a Mom, Dad, a 25-ish year old sister, and a younger sister who was maybe around seven or eight. One afternoon, the parents decided to tell my Mom that the older sister is actually the younger sister's mother, but they are raising her to believe that they are her biological parents. I can't imagine this stayed a secret for much longer, seeing as they told my Mom after speaking to her for maybe about half an hour.

bakerster · 11 months

had a (girl) friend over, there was about 3 of us sitting around the couch, drinking some beers..

she drops the "So I had a miscarriage on sunday" bomb. "Yeah, I didn't even know I was pregnant. Anyone want another beer?"

8|

yokobono · 11 months

We were visiting my mothers house and sitting down for a family dinner once with my siblings and significant others, about 8 of us in total. My brother who is significantly younger than I am was about 14 at the time. There was a silent moment, the kind where you can hear the sound of chewing and my mother obviously wasn't comfortable with it so she casually mentioned "I walked in on <brothers name> masturbating last week." Chaos ensued.

parkernorwood · 11 months

Hungover at my college's cafeteria, eating breakfast and making obligatory small talk with a girl from Iowa. Somehow the topic of meth came up (I know, what could go wrong?).

Me: Yeah, it's a pretty rampant problem. I read a book about it that focused on a city in Iowa, actually. People just boost these big tanks of methlamine from farmers.

Girl: Oh yeah, my Dad used to be a sheriff in Iowa.

Me: Oh cool.

Girl: Yeah, one time he tried to close the lid to a huge methylamine tank that was leaking.

Me: Oh wow

Girl:...but he fell in when he was crossing the ladder.

Me: Oh.....[such an awkward pause]...is he alright?

Girl: [pure matter-of-fact] No, the acid ate him to the bone. He's dead.

Me: Oh.....fuck..................... resumes cereal

EDIT: Too much Breaking Bad in my life, and I mixed things up. She actually told me that he fell into a tank of anhydrous ammonia

youngeric86 · 11 months

I used to work at a restaurant and one day during pre shift we were casually talking and somebody mention choking someone else as a joking threat.

My very hot manager then says " I like to be choked." realizing what she said she then stayed in her office for most of the day.

fistfullaberries · 11 months

I picked up a homeless guy on the interstate on the way back from Kansas City to St. Louis. He seemed really nice and had a lot of words of wisdom. He gave me some interesting insight on women and how to stay positive during the rough times.

Later he asked me if I lived in downtown St. Louis. "No I live in Clayton. I can drop you off around there or somewhere before."

He responds: "Just don't drop me off downtown in niggerville." Then (I swear on my life), he pulled out a big knife and showed me how he would "stab a nigger" if I dropped him off down there.

At the next gas station he went inside to piss and I pretended to start filling up the car. Once he was out of sight I popped the trunk, threw out both of his duffel bags on the ground and peeled out of there. The whole escape probably took less than eight seconds.

funkyshit · 11 months

One night I was talking to a friend of mine that I've known for years, and he drops the biggest WTF bomb that I've ever heard. He told me that when he was 16, one morning woke up and did not remember anything. By anything I mean he wasn't even able to recognize his parents or girlfriend. The most shocking thing is that he never recovered the memory, he actually does not remember anything that happened to him before he was 16. I proceeded to talk to him hours asking questions on how it is to wake up one day and having a brand new life. It was a fucked up and extremely interesting conversation.

stalemilk · 11 months

I was at my friend's house on the last day of winter break, helping him pack his college stuff to go back to school. His mom walked through the doorway and looked at the piles of books, computer stuff, etc. with this expression of "wtf are you doing?" After this long, awkward stare she goes "Oh I guess no one told you: Your dad lost his job and you're not going back to college this semester."

Bitemarkz · 11 months

I was once having a drunken patio conversation with some buddies and we were discussing stupid/annoying things. It was a random conversation about dumb shit and we were having a laugh until one of my friends busts this out..

friend (verbatim): Don't you guys hate when you're taking a shit and it grazes the back of your balls?

everyone else: moment of silence

other friend: after moment of silence dude... how big are your balls?

NomNomDePlume · 11 months

I was hitchhiking and was picked up by a guy who had just caught his adopted eight year old son trying on his adopted infant son's diapers. He didn't know what to do or say so he got in his van and just started driving.

He had picked me up simply because he needed to tell someone.

FarKingCnut · 11 months

My grandson sees a psychologist. He was raped when he was two. The boy who did it was nine but he looked about 12.

An old lady that started talking to me on the train.

zoinkability · 11 months

Having pity sex with some chick going through AA. She casually mentions she'd think it hot were I to cut off her head and fuck it. I try really hard to dismiss this and laugh it off.

"I'm serious. I've had sex with a dead body before. This guy I was riding OD'd on heroin. I just kept going. It was really hot."

11 months

[deleted]

crin · 11 months

My gran has a tendency to drop all sorts of depressing shit into even the most innocuous conversation. One time I was complimenting her on her decor, and pointed out a painting that I particularly liked. Her response? "Oh yes, it's rather nice, isn't it? Frieda got that for me. Of course, she's dead now. They're all dead now."

nanan00 · 11 months

Girl met on OKC, on first date.

her: i only do anal sex now, every time I let some guy fuck me in the pussy I got pregnant and have had to get 4 abortions so far.

me: ever try birth control?

her: no the bible says birth control is a sin.

check please.

joeyjoejo1200 · 11 months

I was at a Jack-In-The-Box drive through and the man and woman in the car in front of me were yelling at each other quite loud, so I had begun to eavesdrop... When he got up to order it went something like this:

Man: I need a number 4 combo, a number 3 combo, and a mother-fucking divorce -- and a strawberry shake.

Then she started yelling, I lolled

Iznomore · 11 months

I was driving along with my Dad when i was about 6(1982). We were chatting about civil rights because one of my classmates was the first black student at my elementary. My dad is telling me about how the south is very racist, but most of the world isnt, like Pensilvania where he's from. He tells me about his friend in the service in Biloxi,LA, and how they were such good friends, did everything together, even went to prostitutes together, but in Biloxi the local lady wouldnt see his friend because he was black, so Dad said "You are too ignorant for even a whore." and refused to see her also.
So, this whole time, im just sitting listening quietly, being a six year old girl with two little blonde braids and a missing tooth, and Dad slowly turns and looks at me. I said "a whore?" and Dad said "…well, i was in the military, and it's just what you do in the military."

skylarkalderman · 11 months

On my first day of work at a shoe store, the manager walked me around and introduced me to the other employees that came in that day. There was maybe about 2 others. The last one of the night was an old, short woman named, Joanne. As soon as she sees the manager, she walks up to her and tells us that her husband found her toys and tried to throw them out. My manager says to me, "Joanne collects Barbie Dolls." Joanne looks at her and says, "No, my other toys."

Sarahelca · 11 months

Giving a coworker and her boyfriend a ride home, she starts screaming at me to take a different exit off the highway because there's a police car on the off ramp. Turns out, they have a restraining order against each other because he screwed a 13 year old and she kicked the shit out of him for cheating on her. They both ended up in jail shortly after, him for the 13 year old, her for stabbing him in the leg.

flyguy2005 · 11 months

I was talking to an old high school friend about a fight we had just seen at the bar. Then he started to tell me about this time when he tried to break up a similar fight and when the cops showed up they arrested him and put him in the back of a police car.

At this point I was sympathetic to the situation he was describing; it seemed like it could have happened to anyone. He was just in the wrong place at the wrong time.

Then he finished the story with this: "So I figured since I was already in trouble I might as well go all out, so I bashed my head into the glass divider in the car and drew a swastika with my own blood".

kleinbl00 · 11 months

Me and a friend were sitting around working on his Mazda when he mentioned that he only had anal sex with his girlfriend because she had a cyst the size of a baseball in her vagina and it grossed him out. Total non-sequitur.

I paused a minute and said "your air cleaner is dirty."

fundamental · 11 months

Probably way too late to the game but I'll share anyway. As a kid I was playing along the shore of the Ohio River while visiting my Dad's family. I found some neat sticks in the water and started collecting them when my cousin walked up (he was probably about 20 at the time) and said "I'm pretty sure those are human bones". Turns out they were. I was was playing with a part of a murdered woman's femur.

Filobel · 11 months

A few years back in college, I was playing mario kart double dash and drinking beer with a good friend of mine.

Me: Dude, pass me hic the turtle!

Him: Here you go man.

Me: Awesome! Take that hic baby mario!

Him: Dude, I got AIDS.

Me: !?!

Him: Yeah...

Me: When did you learn about it?

Him: A few weeks ago... been meaning to tell you for a while now.

Me: Wow... um... I'm not sure what to say!

Him: Your hiccup's gone!

Me: Wha..? You mother fucker!

chocolatehearts · 11 months

Mum: 'I want you to go to the shop for me and get this this this and this. oh by the way, bluey (our dog) is dead. Don't forget the bread'

Me: WUT

sberul · 11 months

During my first week of a new job, my boss started telling me and another employee about how he used to date a deaf girl, and that the reason they broke up was that he laughed when she screamed during sex

shuffleshuffle · 11 months

Did you ever wonder if your mum gave your dad a blowjob just before she kissed you goodnight?

Fuck you uncle tony. Fuck you.

athermis · 11 months

I met this pretty cute girl at the beach couple summers ago. We started talking and playing volleyball. Everything seemed normal up until the part where started describing her life.

Girl: Yeah... well my boyfriend is in jail right now for stabbing someone... and that reminds me, wanna see my stab scar too?

She shows me her stab scar and starts telling me how she dropped out of school as a complete druggie.

Girl: You know, I kinda feel lonely without my boyfriend and... he doesn't need to know about anything ;)

I fucking left.

boneheaddigger · 11 months

Random hookup I met through a buddy, said not long after the hookup...

Her: "So how old are you?"

My buddy, before I could say anything: "He's 27. Why, how old are you?"

Her: "I'm 18. But don't worry, I've had sex with someone who was 34 before. He's 40 now..."

It was one of the most awkward moments of my life. It was also the last time I let my buddy hook me up with someone.

Soensou · 11 months

My friend's girlfriend does this on the daily pretty much. We will be talking about anything at all and she will interject with, "one time, my mother bit me," or "when I was 6, a strange man came in through my window," "I hate graveyards because dead people talk to me," etc. It's kind of hard to salvage a conversation once it has taken that turn.

Edit: typo.

nurdle · 11 months

I came home from high school one day, and my parents told me that they had all of our family pets put down that day. Five dogs and a cat. None of the animals were sick or hurt, in fact one of them was only two years old. We had no problem affording their food, and there was no legal issue. They just purely did not want to take care of five 85 pound bullmastifs anymore (and - it was my job to pick up their shit, not theirs).

From this experience I learned that when you cry long enough, your tears become pink from blood caused by the irritation. I told my folks to go fuck themselves and lived in the basement for over a month (it was furnished). My mom left food for me at the top of the stairs. Somewhat unrelated - this is when I taught myself how to code in assembly because I needed a distraction.

A few months later we went to a breeder and bought a west highland white terrier. He was a good dog, but I was always slightly concerned that they would randomly kill him too. My folks soon got divorced, and when they did, they didn't ask me who I wanted to live with and didn't fight for custody of ME - but they fought like the couple on The War of the Roses over that fucking dog. So, at age 17, I moved out of the house (I had a job) into my own apartment in a shitty neighborhood.

To this day I still don't forgive nor understand my parents, even though they passed away a long time ago.

sparge · 11 months

I was studying in the Dominican Republic, and living in a very rural area. I passed my days sitting around talking to whoever.

One day, I'm in a town I frequented, and this guy I hadn't seen before starts talking to me. Within 5 minutes, he tells me this, totally straight faced:

When I was little, I had a goat. And I used to play with the goat. But then I got too old, so I stopped playing with him. One day, I was sitting like this (he had his knees apart), and the goat got mad that I wouldn't play with him. He charged, hit me between the legs, and took out my testicles. Now I have none.

I sat there in shock, hoping that my Spanish was poor enough that I misunderstood. Sadly, an hour later, I hear the same story from his aunt, who is giggling while telling the story, with the poor guy sitting there.

thatisnotattractive · 11 months

Not a conversation I was directly involved in, but there's still a high degree of WTF.

I was talking with some friends the other day and one mentioned that while she was at work, her friends there brought up the topic of "deepest, darkest secrets." One immediately volunteered the information that every time she goes to the bathroom, she sniffs her panties. Apparently everyone just gaped awkwardly and the conversation quickly shifted to other topics.

Seriously, if a topic like that ever comes up, don't ever be the first one to share.

InferiousX · 11 months

A girl I met for a blind date, which was already a disaster on many levels, causally dropped in this nugget as I was hurriedly bringing her home:

"Yea so this one time a girl told people that my friend got her pregnant and it was a lie. Ruined the kids life. So the next time I saw her, I shived her in the neck."

Me: "Huh" sound of car accelerating faster

frostflowers · 11 months

"My dad left me on the freeway once, for several hours, and now that I'm grown up, he steals my money and blames me for everything that goes wrong."

... Yeah, about third or fourth conversation I had with that guy. o.O Way to drop dramatic family history into a conversation about cinnamon buns, man.

inherentlyinterested · 11 months

Guy at work pulled out his phone and showed us a picture of a dog he had slaughtered, it was the most messed up thing I've ever seen.

RazorEddie · 11 months

I was catching up with one of my ex-girlfriends, who I hadn't seen in years. We'd parted on good terms, so it was just friends catching up. She was kind of weird in a monkey-cheese-ninjas-pirates way when I knew her, so this came as something of a shock.

Her: ...blah blah blah, and then I had my kids, but that was after I lost my leg.

Me: You lost a leg?

Her: Yeah, we got in a shootout with (some white supremacist group) and I got hit in the leg. I didn't want to go to the hospital because the last doctor I saw was a nigger and I think he's the reason I lost my eye, so I put it off and it got really infected and then those dirty Indian doctors cut it off, fucking dotheads...

Me: And who was "we" again?

Her: Oh, (some other white supremacist group). You know, I can get you in if you want. The racial cleansing is coming and I'd hate for you to be on the wrong side of the race war. You're smart enough to be an officer, and we need someone good at planning because the niggers...

Me: Ah.

So that's how I found out my ex-girlfriend was a one-legged, one-eyed white supremacist that gets in shootouts.

ronearc · 11 months

I was young and thought Red Lobster was an awesome restaurant. I had a bit of extra money just then (rare), so I asked this girl out. She was young, hot, in her early 20s or late teens, smoking body.

We're sitting in the waiting area for our table to be ready, when this couple comes in with a toddler in a stroller. She smiles at the little boy, he smiles back at her.

That's when she says, "Aw, he's so cute. He looks just like my two year-old."

I'm rolling with it. Ok, she has a kid she didn't mention (we'd talked several times before, but never dated). That's cool I'm thinking, I can deal with that.

Then she drops the bomb. Turning to me, she says, "By the way, did I mention I have five kids?"

...

"No, no that didn't come up."

Alpha60 · 11 months

It's lame to repurpose something I just posted a few days ago, but here goes:

"A guy once paid $300 to piss on me in that alley."

-Late 30-something former employee of mine.

*I may as well throw in one more.

From the same office, I made the mistake of dating one of the female junior staffers. Our chain of command was entirely separate, so it should have been okay, but such things never work out as planned.

Anyhow, after flirting a bit at a bar, she asks me if she can spend the night at my place. She's 21, 98lbs, and cute, so I consent.

Get back, start making out. This is the first time we've ever made out. Ten minutes or so in:

"I was raped."

"What?" I pulled away a bit.

"No, don't pull away. That's the worst thing you can do. I'm just telling you, I was raped."

Needless to say,the next two and a half months were absolutely horrific.

trifighter · 11 months

A coworker during lunch said "This cookie is softer than a baby's vagina." Lunch promptly ended after that

headfullofuselessnes · 11 months

At a bachelor party talking to one of the strippers she says: "Sure I'll have sex with the groom and even the best man. But after three or four guys it gets kind of gross, ya know?".

Nomakeme · 11 months

"That was before my dad raped me."

ediesamor · 11 months

In a party, i approach two friends talking, and overheard "That's why I don't eat human flesh anymore". I moonwalked the fuck away.

DeSaad · 11 months

Two female coworkers have a discussion in the next room. Usually there's commotion, open windows, conversations over there get muffled up. That day however was a holiday, I was the only guy working in my room, and for some reason I wasn't typing, so I was virtually inaudible. So I overhear the two coworkers talking:

"So yeah he thought I was cheating on him, and he got mad, really mad, and yesterday he barged in with a pistol, stuck it in my mouth, took me to his car his crazy brother was driving. So they drove me to where he thought my lover lived. I had that gun in my mouth the whole time, about thirty minutes, and the freaky thing is during that time I came about three times!"

shaekin · 11 months

I worked at a bank and me and my coworkers, include "Angie" who just started a week before this, were talking about child smokers. We were discussing whether the rate of adult smokers would drop if there was a way to keep kids uninterested until they were 18. We asked Angie what she thought. Then her WTF moment:

Angie: Well I started smoking because my step mom would smoke with me. We would also drink and then she turned me in for drugs and I spent the next four years in rehab until I was 18.

Okay...Quite a bit to drop on your coworkers in the first real conversation you've ever had with them.

getwet · 11 months

Got a couple for you!

Was working at a grocery store. I was customer service desk. My boss was there. She was about 25ish, me maybe 20. We're talking about partying. I told her I like drinking bourbon to get real fucked up. She tells me that omg she got so wasted off of jack daniels one night. She was at a party and was basically blacking out and she figures she gave just about every guy at the party a blow job.

What.

I didn't know what to do. Did I hear that correctly? Holy shit. Couple months later I got Thee World's Shittiest blowjob from this girl. Practice no equal perfect. Even the handjob was like some kind of sword in the stone misadventure. Just terrible.

Another time I was talking to my roommate, an English guy. I was explaining the concept behind Toots and The Maytals 54 46 song. He was a real kind English guy and as I'm talking he just sticks his finger into his nose, then that same finger into his mouth, and he sucks the fucking thing dry better than my boss ever did.

Both so different. Both so similar. Both so surreal.

stimbus · 11 months

About 5 years ago we saw a customer of ours on the news who had lost her daughter. My boss and I were talking about how shocking it was to see someone we knew on TV who lost a daughter in a violent murder. In the conversation we discussed what the news said happened to her. At the time there was suspected sexual abuse in the murder before and after she was killed. I talked about how messed up that was while my boss talked about how he didn't believe rape existed. He went on and on about how it was just used to get men in trouble and how someone just having sex could never be that psychologically damaging. He actually said, "Who cares if a guy stuck his dick in your pussy. Why is that so terrible. If you didn't like it, just forget it." I asked him what if it had been his sister or mother that had been raped and he replied with, "Who cares? That's what a pussy is made for. If it happed we'd just forget it happened and move on."

mathiasbynens · 11 months

“I open-mouth-kissed a horse once.”

LuckyNumberHat · 11 months

I was talking to my cousin while driving.

Cousin: "So one time I masturbated while driving."

Me: "Um... why? And dangerous much?"

Cousin: "Well it was like 10 at night and my radio is broken, so what else was I supposed to do?"

selfsmartedmyself · 11 months

I was talking to my old neighbor, who lives in a house with two married couples and their kids. They're pretty white trash, though they live in the city - they've got a car on cinderblocks and everything. One of the husbands walks out the front door with a huge bandage wrapped over the palm of his hand. I asked my neighbor what had happened.

He said, "Oh, well 'Randal' got in a fight with his wife last night. They were arguin' about the car (on cinderblocks), and she ended up grabbing a knife and stabbing him through his hand. She was going for his chest, but he put up his hand and blocked it. ... Yeah, she went back to jail for that one, the cops came and got her last night."

theshallowdrowned · 11 months

After illness caused me to miss a college exam, the professor allowed me to take the test a few days later, in a small room with another guy who had missed the same test. Shortly before the professor brought our exams in, the other guy announced to me, "This morning I found a zit on my scrotum."

"I didn't find one on mine," I replied, and wished for ear bleach.

11 months

[deleted]

andrewsmith1986 · 11 months

This girl who was mentally retarded casually mentioning that she hadn't always been like that.

Apparently her father beat her with a two by four when she was little.

iadoregore · 11 months

Hung out with a friend of my boyfriend once. She asked me if she could have his child. o_O

SteigL · 11 months

I was sleeping over at a friends house during high school when I had the most WTF moments of my life.

Him: So it looks like we don't have cake.

Me: Oh, tha. [He cuts me off here]

Him (looking at my crotch): God, I want your dick.

Me: Pardon?

Him: I said we'll have to go without cake.

[deleted] · 11 months

I was over at a friends house drinking Canadian whiskey out of a jar, passing it back and forth while we sat at his computer laughing at funny links and watching Bjork videos when he turns to me and says "I fuck my dog." and started crying.

Ecto_1 · 11 months

The beginning of a deployment (Navy), we got a new guy who was in my work space chatting with us. He was an odd duck, but seemed nice enough. And he was going on about his fiance and his kid, then, out of nowhere he drops:

"Well, not my kid. She slept with my best friend and got pregnant. He didn't want anything to do with the kid and I took her back, so I'm raising it as my child."

It's not -as- messed up as a lot of things in this thread, but man, it's a fucking weird thing to drop on people you don't even know. Turns out she strung him along this 8 month deployment, spending his money and such, then about a month before he returned she dropped him.

Oh and this other guy I worked with decided to tell us he was an "energy vampire." That he would go to public places to absorb the energies of others. Yeah. This guy could bench 450 and looked like a white fucking Shrek.

You meet some weird people in the military.

mofoshorepatrol · 11 months

"I masturbate to the teletubbies."

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