Infidelity can be a pretty open-ended term. But whether we're talking about a one-night stand, sexting, flirting, or a secret lunch with a colleague, it basically boils down to sexual or emotional activity outside the agreed-upon boundaries of a relationship.
To better understand the lengths people go to in order to satisfy their desires, Reddit user WCh3L3 made a post on the platform, asking, "What's the wildest cheating story you've witnessed or experienced?" An interesting question, considering that many of us might not recognize the signs of an affair even if we suspect our partner.
Below, you’ll find some of the most memorable comments from the thousands shared in the discussion. Also, don't miss the conversations we had with Dr. Janneke Schokkenbroek and Dr. Talal H. Alsaleem — you'll find them in between the submissions.

#21 You Won’t Believe

A friend and his ex are Indian and according to astrology his girlfriend has to marry by 27. If she marries after that her husband will die. They both don't believe in it, so weren't planning to get married by 27.
She goes on a year of working abroad and cheats on him with many guys. He finds out by looking at her phone while he went over to see her and find messages and pictures of her with multiple guys. He doesn't say anything.
She comes back after a year. He still doesn't say anything. A year later he dumps her on her 27th birthday at a fancy restaurant.
She is still not married and it has been 8 years
She goes on a year of working abroad and cheats on him with many guys. He finds out by looking at her phone while he went over to see her and find messages and pictures of her with multiple guys. He doesn't say anything.
She comes back after a year. He still doesn't say anything. A year later he dumps her on her 27th birthday at a fancy restaurant.
She is still not married and it has been 8 years
34points
#22 Cheating Confessions

Girl said she was approved for some class in another really far city after her grades in college were too good. The boyfriend paid all her travel expenses and gave her his credit card for this trip to this specific event.
When she arrives on the another city she calls saying she won’t come back and would live with this guy she met online and was chatting for months.
Boyfriend went crazy to cancel the credit card he gave to her, found there was never any class and she was almost expelled from the college because her grades were terrible. She just travelled to meet the other guy and still made BF pay all her expenses.
This happened about 15 years ago. I lost contact with her, but I remember she married the other guy.
When she arrives on the another city she calls saying she won’t come back and would live with this guy she met online and was chatting for months.
Boyfriend went crazy to cancel the credit card he gave to her, found there was never any class and she was almost expelled from the college because her grades were terrible. She just travelled to meet the other guy and still made BF pay all her expenses.
This happened about 15 years ago. I lost contact with her, but I remember she married the other guy.
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32points
#23 Caught Skiing Red-Handed

I worked at a ski resort and was riding the chair lift with a friend, talking about a mutual friend(Ray) I mentioned how much I like our Ray’s girlfriend, her name was Stacy. My friend says, “no, ray’s girlfriend is Monica.” We bicker for a minute before we have a terrible realization.
I couldn’t in good conscience keep this information secret from Stacy, who was expecting to be engaged soon and lived with Ray. She ran into Monica at a bar and confronted Monica, who reportedly said “I’ve been with Ray for longer and known about you the whole time!”
Stacy tried to gouge Monica’s eyes and was carried out of the bar. Ray was found to have a history of this behavior, even having a secret child in another state that he refused to pay support for.
I quit speaking with him, and sometimes wonder what happened to him.
Both ladies are married to good men and are now happy, so there’s that.
Names changed for obvious reasons
I couldn’t in good conscience keep this information secret from Stacy, who was expecting to be engaged soon and lived with Ray. She ran into Monica at a bar and confronted Monica, who reportedly said “I’ve been with Ray for longer and known about you the whole time!”
Stacy tried to gouge Monica’s eyes and was carried out of the bar. Ray was found to have a history of this behavior, even having a secret child in another state that he refused to pay support for.
I quit speaking with him, and sometimes wonder what happened to him.
Both ladies are married to good men and are now happy, so there’s that.
Names changed for obvious reasons
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30points
#24 Caught Red-Handed At Work

Roommate was sleeping with his boss who was married with a child. She would arrive at our house at 5.30am (having told her husband she’s off to gym), they would have an early morning shag, shower, get ready and go off to work together. They would also do it at work in the bathrooms.
On weekends he would go do his food shopping and she would coincide her food shopping so they would walk around the store together doing their shopping.
He came home one night and sat my other roommate and I down and told us that within the next 6 months that she would be getting a divorce and they were going to have a kid together. Let’s just say she’s still married and he’s got a new job.
They were lawyers, so much for being fit and proper.
On weekends he would go do his food shopping and she would coincide her food shopping so they would walk around the store together doing their shopping.
He came home one night and sat my other roommate and I down and told us that within the next 6 months that she would be getting a divorce and they were going to have a kid together. Let’s just say she’s still married and he’s got a new job.
They were lawyers, so much for being fit and proper.
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29points
#25 People Actually Shared

Was in rehab, two people were there for sex addiction one a minister the other a Jewish housewife. They left rehab together early. Woman divorced her husband who sent her to rehab for sex addiction and married the guy she met in rehab. They are still married 10 years later and seem very happy.
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26points
#26 Everything You Know About Cheating

A guy I know who was married with a kid and another on the way went over to Germany as a civilian contractor to the Army. While in Germany he had a fling and got the girl pregnant. He comes back to the states to his wife and doesn’t mention it. The girl from Germany ends up calling their house and leaving a message telling my friend when their kid is due. Well friends wife hears the message first and s**t completely hits the fan. They get divorced and he now has two kids by two different women that are 2 months apart in age. The wife ended up re-marrying and is in a good place. I haven’t talked to my friend in years, he met some girl online who was from the Philippines and went over there to be with her back in 2015 and I haven’t heard from him since. I’m not sure what became of the German girl and his daughter. Total pos.
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25points
#27 The Craziest Cheating Moments

This guy lived with his family after marriage. He was living happily with 4 kids I believe.
One day he was driving and saw a woman was in labour on the street. So he offered to take her to hospital. The woman gave birth and when asked who is the father, she said the man who drove me here is the father. She was setting him up to take responsibility and help pay for the child's expenses.
He told them he is not the father and he was just helping out. Told them to do whatever test they need to do to prove this is not his child.
So they did they test and told him, you are right, this is not your child. In fact, you are infertile, and incapable of having any children. He told them this can't be right as he has 4 kids. The doctor recommended he gets a test to see if he is their father.
He found out the father of his children is his brother, who stayed in the same house as them.
Edit: I don't know the intricate details of the story as I heard the story from someone else. The person who said the story is a trustworthy person and from what I know, they had no reason to lie. As for paternity and fertility test are two different things, like I said I'm telling the story second hand and do not know full details. Somewhere along that process the guy found out he is infertile.
One day he was driving and saw a woman was in labour on the street. So he offered to take her to hospital. The woman gave birth and when asked who is the father, she said the man who drove me here is the father. She was setting him up to take responsibility and help pay for the child's expenses.
He told them he is not the father and he was just helping out. Told them to do whatever test they need to do to prove this is not his child.
So they did they test and told him, you are right, this is not your child. In fact, you are infertile, and incapable of having any children. He told them this can't be right as he has 4 kids. The doctor recommended he gets a test to see if he is their father.
He found out the father of his children is his brother, who stayed in the same house as them.
Edit: I don't know the intricate details of the story as I heard the story from someone else. The person who said the story is a trustworthy person and from what I know, they had no reason to lie. As for paternity and fertility test are two different things, like I said I'm telling the story second hand and do not know full details. Somewhere along that process the guy found out he is infertile.
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23points
#28 When Cheating Gets Awkward

This comes straight from the family tree. Long story short my aunt married a dude who ended up f*****g her daughter while she was at work then divorced her and married the daughter and ended up on Maury povich for a is the baby mine episode. 90s was f*****g wild
23points
#29 When Friendly Dates Turned Into The Wildest Cheating Story

A guy I went to school with had been in a relationship for a few years with a girl in the year below. He left home and bought the house right next door to his parents.
One day he came home and found his Dad hanging out the back of his girlfriend.
One day he came home and found his Dad hanging out the back of his girlfriend.
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21points
#30 Behind Bars

I was 32, she was cheating on me with her ex for like 6 months before I found out.
The way I found out was she called me crying hysterically saying she k*lled him by accidentally running him over. I get all her belongings from the police, and find all the evidence on her laptop with them screwing.
An argument over me was what caused the running over, police ruled it accidental and she brags about it in bars to this day.
She also ended up having a kid with a guy that had the same name as me and spells it exactly the same too.
Edit: the way she ran him over was interesting too. Purposely at first, but he was alive under the tire, and she had a sudden change of heart. She jacked the car up using the car jack but it slipped as she was attempting to pull him out (it was raining) and the car tire then crushed his ribcage and lungs, finishing him off. So technically he got ran over twice in the same night.
The way I found out was she called me crying hysterically saying she k*lled him by accidentally running him over. I get all her belongings from the police, and find all the evidence on her laptop with them screwing.
An argument over me was what caused the running over, police ruled it accidental and she brags about it in bars to this day.
She also ended up having a kid with a guy that had the same name as me and spells it exactly the same too.
Edit: the way she ran him over was interesting too. Purposely at first, but he was alive under the tire, and she had a sudden change of heart. She jacked the car up using the car jack but it slipped as she was attempting to pull him out (it was raining) and the car tire then crushed his ribcage and lungs, finishing him off. So technically he got ran over twice in the same night.
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17points
In a world where societal expectations often dictate behavior, there's always a fine line between personal boundaries and societal norms. This nuanced approach is reflected in various discussions about how individuals should behave in relationships or socialize. For instance, while examining how people perceive infidelity, it's vital to recognize the societal constructs surrounding it.
This idea, similar to the expectations set on both genders to conform to certain stereotypes, echoes the cultural narrative discussed in the controversial perspectives that were highlighted elsewhere.


