30 Of The Most Repulsive Cheating Stories You’ve Ever Read (And Won’t Be Able To Stop Reading)

via Flickr - Harsh Agrawal
via Flickr – Harsh Agrawal

1. Valentine’s Day

“A customer came in on Valentines day, bought a $50 teddy bear, roses, chocolates, the works. He was super excited.

Came in the next day to return them. He’d walked in on his girlfriend and another man.”


2. Incest Cheating

“Someone I know is getting a divorce because her husband is having an affair with his 13 year old cousin. Apparently the age thing isn’t as big a deal (legally) in their location as the incest thing, but the whole situation is all sorts of fucked up.”


3. Doing Amateur Porn

“I had a former coworker find out his wife was filming a lot of amateur porn being paid next to nothing after being married for a few years. He found out when he found one of her DVDs hidden in the house. He assumed it was a gift for his birthday in 2 weeks and watched it when she wasn’t around. When he confronted her, her only reply was she was doing it for him. He imploded after that and needed counseling for a few months after the divorce was finalized.”


4. Scumbag Dad

“Dad had an affair while working over seas. Tells mom a year later; makes her wait a week to tell the kids so we’re left wondering why mom is crying all the time. Dad promptly walks out right after the bomb is dropped leaving kids and wife devastated. Don’t hear from him for the next 4 months. Then proceeds to torment mother for the next year, making her believe they might salvage the relationship. Fast forward 3 years- brings woman from overseas and marries her in the courthouse without telling either of his children until 2 months afterwards. Meet my scumbag dad.”


5. Cheated In Their Bed

“My girlfriend of 5 1/2 years cheated on me while I was asleep in the next room (in our bed). I found out the next day.

I remember her coming in to kiss me at some point in the night. I never had the stones to ask whether it was before or after.”


6. Four Boyfriends And A Purse

“I heard this story from a friend who’s friends with a girl who has 4 boyfriends.

On her birthday, she requested that all four boyfriends buy her the same purse (neither knew of each other). The boyfriends complied, and she sold 3 of the purses for money, and kept one of them. All 4 boyfriends are extremely pleased when they see her wearing the ‘purse he got her.’

This story sickens me to the core…”


7. Shifting Priorities

“I was living with my girlfriend of two years at the time. She was going to go to grad school in a new state. The plan was to switch jobs and move so she could go to grad school. I knew no one in the new state and hadn’t been there before.

I secured a job and moved out a few weeks early to find housing. It was then that she decided she wasn’t sure what she wanted from the relationship and would cheat. Thus beginning the most confusing and frustrating 3-4 months of my life.

On the bright side… I’ve really enjoy the new state, have met awesome people and the job is pretty awesome.”


8. Seven Years Without Knowing…

“We met when we were both young, we hit it off and get together. We move to her homeland, I struggle with a new country, new language, getting a job and all that shit. A few years into this I find out there is some other guy, we fight, we make up, she promises not to see him again.

I don’t want to be a dictator, so when I find out she is still meeting him sometimes for lunch I just try and be cool. On and off, for years, I would worry about this her, and I would ask her regularly if shit between us was cool, and she would make me feel like this was all good.

We move cities, we get a nice apartment, we start planning kids. I ask her to marry me, we have a huge engagement party, a year or two later we have a massive sick wedding. We have a crazy honeymoon. We start to pick dates on starting with a kid. We have a kid. A week ago I see yet another text from this dude, and I just snap.

I go into uber detective mode, start cross-examining her, I pick out some details, I isolate her best friend and start getting shit out of her. My wife lies every fucking minute, denying details, swearing shit to my face, but ten minutes later admitting more shit. FOR THREE FUCKING WEEKS. Every night is a nightmare as I try to come to terms with whatever new shit she just admitted, and in the morning I would ask yet again, ‘Is that really it?’, and no, there was always more.

In the end I just go to this fucking guys house and he breaks down and tells me everything. They have been regular fuck buddies for seven fucking years. During our engagement, wedding, right up to where we started to go for kids. (DNA test is in the mail). My wife was banging him bareback, actually contracted genital warts off him and never thought to mention it. His partner this whole time also had no clue. My wife fucked him in our own bed when I was away visiting family.

An almost 15 year relationship down the fucking drain. I wouldn’t even mind so much but this guy is a big fat fucking mess.”


9. A Rowdy Bachelor Party

“I had a friend whose husband cheated on her during his bachelor party. Apparently there were two strippers who let guys touch them. Like really touch them. Everyone took turns fisting them. Then they took the groom into a room and fucked him. Nobody said a thing to my friend, of course, and the wedding happened a few days later. Since then he has cheated on her many times and she stays with him because when she confronts him about things she finds out about he cries and ‘is really sorry.’ I had to stop being friends with her.”


10. This One’s Pretty Confusing

“My fiancee had an affair.

I took her back. Found a way to forgive.

THEN, she broke up with me.

‘You didn’t get mad enough,’ she explained.”


11. Too Soon

“My boss, an enthusiastic outdoorsman and very gentle fellow, cones to work one day with a black eye and puffy face. I ask him what happened, he explains that there was a fist fight at the AGM of his Hunt.

Apparently there was a member who had recently split from his wife. They had just married and had had their first child. Unfortunately for their marriage, the child was born Chinese. Both husband and wife in this instance being Caucasian. This chap didn’t discover this until the child was born, whereupon his wife confessed to committing an act of desperate passion on the floor of a Chinese chipshop with one of the staff during her hen night (bachelorette).

My boss was injured in the fracas that erupted after one of the members of the Hunt decided that four months after the fact was long enough and that he could crack a joke about it during his speech to the assembled members of the Hunt.

He claimed afterwards that George had no sense of humor.”


12. Myspace Cheating

“I had been dating him for almost a year. Things were getting pretty serious and we had talked about moving in together. On a rare evening where I returned to my own apartment after an ironically awesome date night I opened up the ol’ laptop to find a Myspace (hey, this was years ago) message from a girl I’d never met. Long message short, she’s been sleeping with my boyfriend under the impression that we had an open relationship. She says that after looking at my Myspace page she had a feeling that was BS. She attached some of their email exchanges and it was clearly him. I called him to confront him and after some brief denial he starts to cry and apologize. I tell him to kindly fuck off, throw the phone, and proceed to the kitchen to demolish a bottle of vodka.

Fast forward half an hour or so and he shows up. Doesn’t knock, just comes in and finds me in the kitchen. He begs and pleads for forgiveness and I’m not hearing it. You could see the crazy eyes switch on at this point. He reaches behind me and grabs a chef’s knife out of the block. Starts saying that he can’t live without me, and that whatever happens to him at this point is on me if I refuse to take him back. I manage to stand my ground and he leaves (with my roomate’s knife. She’s still pissed).

I call the police and while they’re taking the report I get a suicide note via text message. I show it to the cop and they go on their way. About an hour later (we’re talking 2am at this point) the cop comes back and says ‘we found him. I don’t know anything about his condition other than he’s alive.’ Son of a bitch had slit his wrists and throat and drove into the bay. He ended up fine. Admitted for a few days to the psych ward. Cue craziness and stalking for awhile. He finally disappeared from my life for good in an unrelated incident when he was arrested for attempting to pay for sex with a minor.”


13. She Takes Him Back

“My friend and her boyfriend were engaged. She fell pregnant they got a house together she gave up her dreams of university happily for them both and the child.

Has a miscarriage and finds out that her boyfriend had another girl for the two years they were together. She found out while in hospital recovering since he wasn’t there she found out what he was doing.

She took him back.”


14. Another Who Takes Him Back

“Went away with the family, day after the bf and I had shared the ‘I love you’ date, he said it first, wake up next morning to three texts, one describing his mistake (some random chick at a party), one saying I was too good for him and the last saying we should see other people. Flash forward to New Years he calls me, talk on the phone for hours by the end of it I get drunk and agree to meet up with him later in the month, we hang out, kinda click back to how we were before, he tells me he’s leaving the country in two weeks….”


15. Attention Craving

“A girl I’m friends with (who regularly lectures me about how I treat girls) is the worst person in the world for this.

She’s pretty, but she craves attention. If her boyfriend isn’t giving her maximum attention then she starts looking elsewhere, but she manages to find some way to blame her boyfriend for it.

She was living with a guy I know and apparently their sex life wasn’t great. She was struggling for money a little bit (her own fault though) and he was paying her rent, in the end I think she owed him close to £1000. She started sleeping with other people, a LOT of other people. Quite often in their bed while she would engineer a fight and ban him from the house for that night. Then she was getting flirty with a member of a band on Twitter, everybody could see this guy basically being cuckolded by his live-in girlfriend, it was horrendous. Obviously she ended up sleeping with him too.

The worst one, however, was when she organized a local gig and booked a guy who her boyfriend HATED to play. I mean he fucking despised him. She asked her boyfriend to work on the door and he refused at first, but eventually he relented and said he would.

While her boyfriend was working on the door, she fucked this guy in the bathrooms bareback as some kind of petty revenge.



16. Godmother To Their Son

“I got talking to a woman on public transport randomly, just normal polite chit chat before she turned to me with a grave look and said ‘my husband had an affair’. I apologized because I didn’t really know how else to respond. She told me, of the 12 years they had been married he’d been seeing someone else for 7. They had three kids 17, 13 and 6.

The woman he’d been seeing was his best friend, she was a huge part of their lives. Their oldest son’s God mother, she had Sunday lunch with them all almost every week.”


17. Cheating With An Entire Family

“I knew this girl who took the prize home. She gets married to my buddy right after graduating HS. He joins the military, goes off for training, she starts fucking around on him with this one guy. Then, she breaks it off with the guy she was fucking around with to start fucking around some more with his older brother (the guy she was cheating with’s brother).

My buddy is still getting trained here, making bank all the while (and she’s spending it as fast as he can earn it). She stops fucking around with the older brother, steps up to the guy she was cheating with’s father! Now she’s fucking the father, he talks her into becoming a stripper at the bar he worked at, and she gets up on stage for all of us to see. Some nights, he brought her and other girls home for big sexy times. All the while married to my buddy, who dropped her ass finally as soon as he came home.”


18. Kidney And A Divorce

“This happened to a guy I knew in HS. He was married to a girl for several years that ended up needing a kidney transplant. He was a match and gave her one of his kidneys instead of having he wait on the transplant list. Just 3 months after the surgery, she cheated on him and divorced him.”


19. Reusing Honeymoon Plans

“My old housemate was engaged to a guy and had just taken out a mortgage on a house together. On Christmas Day after eight years of being together, he told her hat he didn’t love her, hadn’t for six months and was sleeping with his secretary (no shit). She breaks down, he gets pissed at her and tells her to sleep on the coach and then tells her to move out the day after. Two months later he is officially with this other girl and takes her to New York, the planned destination for my housemate’s honeymoon.”


20. The Delivery Man (Not What You Think)

“A delivery man to my work, tells us about his girlfriend, then a customer tells us how ‘that guy’ (the delivery man) is dating his sister, and that she’s cheating on him.

The saddest part is that he’s in his fifties, never had any kids, has money, and is a super sweet guy and I think she’s younger.”


21. “I Guess The Wedding Is Off”

“I have two and neither are mine, though I have been cheated on a few times.

First, a friend and I were working one day (it was while I worked at a gas station) and neither of us were that great with customer service, but it was a nice day and we were in good moods. This woman came in and my buddy asked how her day was. Such a mistake.

She told us that she had gotten engaged that morning, and we both congratulated her on that. Story wasn’t done though. She said because of that, her boss had let her go home early to celebrate. She came home and found her fiancé having sex with her mom.

Only thing I could think to say was ‘so I guess the wedding is off’

Second story

Same friend actually. He was dating this girl for about a year and a half. They had gotten very close until she ended up pregnant. She promptly freaks the fuck out. She goes between screaming at him and not answering her phone. Now it’s kind of up in the air when the cheating started, because it may have actually been the reason for the freak out. During her freak outs, she starts cheating with some asshole. Guys a real piece of shit. So while all this is going on, she goes and abort the baby, doesn’t tell my friend. He’s trying to do the right thing and has been giving her money to get ready for the baby.

She keeps accepting the money after aborting the baby. Then her mom dies in a car wreck. My friend shows up to the hospital and she refuse to let him in. Other guy shows up at this point, which is the first time he and my friend will meet. She allows the other guy in to comfort her.

About a month later, she tells my friend that she had a miscarriage. She took two of her friends with her to the clinic who let him know that this is a lie. She’s been alienating everyone and no one wants to participate in her lies anymore.

She goes on a camping trip with six guys, comes back with Herpes and pregnant. On the night she comes back, she finds out that he knows she lied about the miscarriage and shows up at his work and starts screaming at him in front of customers.

She kept the second pregnancy.

It’s agreed that he dodged a huge bullet.”


22. Painfully Clueless

“My brother and the delivery guy for his shop had this conversation:

DG- ‘Have you ever had someone call you and the caller ID showed up as someone else’s number?’

MB- ‘No, I’m not sure what you mean…’

Dg- ‘Well, my wife called me, but it showed up as my bosses number in my phone…’

My brother was too astonished at the denial to say anything.”


23. Being The “Other Guy”

“I was going to propose to my girlfriend of just over a year, but then she was like ‘I’m moving to Boston, I got into pharmacy school.’ So I was like I’ll try the long-distance thing and THEN propose to her. Turns out, the entire time we were dating, I was the ‘other guy,’ and her ‘real boyfriend’ lived in Boston. It felt bad. It’s like 9 years later and it still feels bad.”


24. Surprise Heroin Addiction

“Found out my ex was a heroin addict. She told me when she was drunk one day. It surprised me but I stuck with her, she expressed a desire to get sober. That was a pretty big shock in itself and something I struggled with for a while.

She was hanging out with a group of friends who were all addicts and it was bothering me to no end. She wanted to get sober but kept on hanging out with this group. One of her friends was in love with her. She told me about it and therefore I thought to myself “oh at least she’s honest about that.” She expressed that she didn’t feel the same way towards him and wasn’t doing anything with him… but she still hung out with him and his friends.

Eventually lies started piling up. She would lie about if/when she was hanging out with these friends. She would lie about where she was. Lie about ending up in the hospital. Lie about everything. I got pissed off and started messaging this friend of hers. Telling him to back the fuck off. He responded one day with a message saying ‘I could tell you shit that would break your heart.’

I confronted my GF, she denied it at first. But I knew deep down. In fact, I knew for a while but just chose to ignore it. She owned up to it. Was some of the worst pain I’ve ever felt emotionally. But what helped was to realize that there is no rational behavior when someone is addicted to heroin. It’s just chaos. Life is chaos. It helped me not be as resentful and have empathy rather than disdain. She ended up getting sober and we got back together. She is sober to this day… but we’re no longer together. She broke up with me out of the blue one day after about 3 years of dating.

That’s my story.”


25. Multi-tasking

“A friend of my wife’s was dating this scum bag. The friend ends up pregnant and has the baby. During the delivery there was a few complications and she ends up needing a c-section. Scum bag refuses to gown up and be with her in the delivery room. Turns out he needed to be able to go across the hallway to his other girlfriend that was also in labor at the same time. Scum bag had two girls pregnant and in labor at the same time.”


26. Dating A Guy In A Band

I was really young at the time he was my first “love.” I was 19 at the time and he was 24. He had had many long term relationships before and I was essentially clueless to how relationships should work. I was head over heels. Would have done ANYTHING for him. Even typing this I cringe at the thought of that type of love towards a significant other. He was in a (shitty) touring band. About 9 months into our relationship they left on tour. I was sad but I trusted him because he told me to. One night I get a strange phone call. He’s hysterically crying. Saying that he had gotten into a fight with another band member and that he was so homesick and just wanted to come home. I thought perhaps this was normal and didn’t think much of it. Flash forward a month and he comes home.

Things were weird right off the bat. He was super emotional at the drop of a hat. He didn’t work and I did so he would drop me off at work and use my car. He would pick me up everyday with almost an empty tank. About another month passes and I get a call out of the blue that he’s moving out. I was devastated to say the least. To me, at the time, it seemed out of nowhere. In retrospect there were signs fucking everywhere. He tells me that we’re not breaking up and that he just “needs space.” So we continue seeing each other regularly.

Then randomly I get a message from a mutual friend saying that he’s sorry for what happened and that he heard about what happened between us. Obviously now I knew something was up. I ask him repeatedly what he heard. He won’t budge and tells me that he wants to meet in person to tell me. So right before I go to meet him, I have dinner with gutter dick. He says that he needs a thousand dollars to pay off some debt. I offer to give him the money without hesitation. I’m texting our mutual friend at dinner and he tells me to not give him a dime and to meet with him right away.

So, I go go his house and we talk. He tells me that my ex cheated on me with his ex and she’s pregnant. Also that the weekend before he moved out of my apartment, they had gotten married.


27. 8x10s

Sooooo…A couple at my high school had a big blowout fight. The girl decided to get revenge by going to a party, getting blind drunk, and blowing every willing guy there. Pics were circulated around the school. The jilted suitor got his hands on a particularly graphic shot featuring his love completely nude in a very compromising situation. He blew this picture up to an 8×10 size, printed off dozens of copies, and plastered them (with industrial glue) all over the front door of her house and on her father’s car. A friend who lived in her neighborhood recalls watching her poor father scrape these images off his house and vehicle.


28. The Cheerleader

“My best friend is gay. When he was in college he was a cheerleader. The whole squad was out drinking one night and one of the girls had recently got engaged so they were all celebrating. She mentioned to my friend jokingly that she thinks her fiancé might be gay. So what does he do? The next night he goes to the bar with her fiancé, gets him wasted and then butt fucks him. Then reports his findings back to the girl. Obviously she was pissed. They broke off the engagement and she transferred to a different school.”


29. “Thanks For The Support, Bye”

I’m reposting my own story here:

My wife cheated on me. 6 weeks after our wedding. 17 months after a stroke devastated her body and psyche and almost crushed the spirit out of me, just 9 months into a too-good-to-be-true love story. I had been by her side 24/7 for 15 months of rehab.

I fix us a nice dinner, finally sit down to take my first bite and out of the blue she exclaims: ‘I’ve had sex with someone else!’ I freeze, raise my eyes and she just sits there, smiling at me, still chewing the spicy mozzarella toast I made her.


30. The Virgin

When I was finishing up high school I had a really rough time after several terrible breakups and decided on a semi-long distance relationship with someone I’d known for several years and was good friends with. I wasn’t ready for anything too closer or in-person after being cheated on a few times. Fast forward 10 months into the relationship, I’m visiting her and we decide to go to a mall in her area to see a movie and walk around. After the movie, we’re walking through a department store, and she pulls me into a dressing room.

I hadn’t had sex yet and was trying to go slow, but she was very forceful on wanting sex. I was nervous and excited at the same time and just went with it. Afterwards, we come out of the dressing room and run into one of her friends, who immediately says ‘Where’s your boyfriend?’ It hadn’t clicked yet that she wasn’t talking about me.

Turns out, being long distance gave her the idea that she could hide me from her boyfriend, and ran with both relationships at the same time. She immediately started covering it up to save her other relationship, blaming everything on me.

The following months were tough, with constant messages and spam from her friends saying I had raped her and I was crazy, and that I need to be on medication and stop contacting her (Immediately stopped talking to her when she sent me suicide threats the same day). I had no idea anything else was going on, but because I was the odd man out in the situation I was the one left out in the cold.

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Eric Redding

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