Random Craziest Cheating Stories People Have Ever Heard (30 items)

• (#18) He Cheated In A Tent With His Fiancé's BFF; The Fiancé Was In The Same Tent

  From Redditor u/DamWrights:

  Went on a camping trip with my new fiance and friends. I was sick, went to bed early in our tent, and woke up to my guy and best friend of 15 years [hooking up] next to me. He broke my heart, so I broke his nose.
• (#7) She Cheated In An Asian Restaurant Right Before Her Wedding

  From Redditor u/Anglicanweasel:

  My boss, an enthusiastic outdoorsman and very gentle fellow, comes 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 Asian. Both husband and wife in this instance were 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 an Asian chip shop 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 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.
• (#24) She Cheated With Her Son's Roommate

  From a former Redditor:

  So my old roommate's mom cheated on her husband (roommate's dad). They had been together for 40 years and she [banged] some guy in her daughter's bed while the whole family was downstairs at a party. No one found out but it was pretty [crappy] of her to do. I was the guy she cheated with.
• (#3) She Filmed Explicit Videos And Never Told Her Husband

  From Redditor u/rabidjade:

  I had a former coworker find out his wife was filming a lot of grown-up entertainment and 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 two 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.
• (#20) His Wife Was Dealing With Cancer, And He Cheated With Her BFF

  From Redditor u/Saracantstop:

  A friend recently got married and told me about how her wedding brought her family together, but it had been a rocky road. Her mother was diagnosed with cancer at the age of 34. She lived another 10 years and [passed] at the age of 44. During this time, my friend is on the family computer and notices her father's instant message window from his last session is still open. He's talking to her mom's best friend. They're saying things to each other like, "How much longer till she's gone and we can finally be together?" and "I can't wait till you can finally be mine."

  She and her brother confront her father, who is remorseful, but does not stop seeing her mom's best friend. Her mother [passed] never knowing what was going on between them. She and her brother cut off contact with their father for the last seven years since it happened. He's still dating her mom's best friend and they "always say they still feel incredibly guilty about what they've done." It's the reason they won't get married.

  It's taken my friend years to forgive them and let them back into her life. Very sad story about a family ruined by infidelity.
• (#14) He Cheated With His New Fiancé's Mother

  From Redditor u/ELTepes:

  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 fiance [getting it on] with her mom.

  Only thing I could think to say was "So I guess the wedding is off?"

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