Private Investigators Disclose Their Most Outrageous Cases

A Sad End

I once handled the case of a kid that was so gruesome, it’s impossible to forget. He’d accidentally fallen into a raw sewage tank and two employees dove in to try and save him. 

Sadly, not only did the kid have to spend his last few moments on Earth drowning in a pile of human waste, but both employees who wanted to help developed serious health problems from the exposure to the raw sewage.

One of them ended up taking his own life, and the other had chronic health problems from it.

The woman in the next story found out a little too much about her husband’s affair.

Too Close For Comfort

I’m not a private investigator, but I know someone who was a junior detective. This one case he had was an absolute mind-bender. So this guy had been cheating on his wife (the client), with her brother. 

Except—she claimed she didn’t have a brother at all and grew up as an only child. So naturally, they were really curious to find out who this “brother” of hers was.

When they questioned the husband, he said that the guy who claimed to be his wife’s “brother” said that “We’ve known each other for so long” and “I grew up with her” and all that jazz. At first, my friend assumed it was probably a long-lost brother or something, but then when the husband was asked to describe the guy—get this. He described the wife’s father.

According to the wife, her father wasn’t there during her wedding and was replaced by her uncle instead. The husband hadn’t met him before. He was cheating on his wife with her father! Absolutely wild.

The P.I. in the next story uncovered a whole family involved in every lie possible.

The Family Tree Of Lies

My family has hired P.I.s on three separate occasions. All three of them found massive amounts of infidelity, with two of the three uncovering secret families. Great-grandpa died and turns out to have had three wives simultaneously. 

My grandpa hired the P.I. to figure out the details and clear up the messy inheritance it caused.

Oddly enough, grandpa was on great terms with his newfound half-siblings for the rest of his life. Then, my uncle traveled a bunch to Mexico for work, so my suspicious aunt hired a P.I. to trail him. 

Turns out, he had an illegitimate family in Mexico. It caused a huge inheritance pain in the butt AGAIN when my uncle eventually died of natural causes.

But that wasn’t even the end of it for my crazy family.  My cousin was married to a professional baseball player on the East coast. My folks suspected he was a cheater and hired a P.I. to trail him, which turned out to be a rampant cheater for sure, divorce followed shortly. 

To this day, he’s considered an unperson in my family, and no one will tell me what his name was or what team he played for.

The next story is about a P.I. who ran a background check on a guy and found shocking evidence against him.

Background Check

Doing a standard pre-employment background check on a guy, I learned that he had been found guilty in a harassment case. I didn’t have all the case details at that point, and the applicant denied that it was him. 

I pulled more details from the case and confirmed that it was definitely him. And that he was convicted of indecent exposure.

The guy finally admitted that it was him, but claimed that it wasn’t as bad as it seemed. He pulled out the court transcripts from the trials. 

Turns out he flashed a 12-year-old girl on the beach and said, “Ever seen one of these before?” Suffice it to say that when I reported my findings back to my client, this fellow did not get the job…

The P.I. in the next story couldn’t help but get personally involved in a case. 

Mr. Nice Guy

As a college student, I worked for a private investigation firm and shadowed a wealthy retiree for days on end. His kids were “concerned” that he might remarry and cut them out of the will, so they hired us to report on his activities. 

He was having a heck of a good time. Golf, dancing, drinking, and hanging out with many widows, too.

I needed to approach him at one point and pretend to be conducting a “survey.” He didn’t know that I’d been following him for days on end. He cooperated nicely, answering all my silly questions. 

He had no clue that I already knew everything about him. But once I talked to him directly, I really started to like the guy and wanted to tell him the truth. But I didn’t do it. I turned in the report.

I have always felt both guilty and creepy about being so duplicitous toward this guy.

The woman in the next story had a stinky problem on her hands

Stinky Disposal

One of my clients called into the office wanting to find the culprit behind, get this, “indiscriminate fecal matter disposal” on her porch. 

So I did the usual routine. I scouted out the neighborhood and asked people questions about seeing anything at night or any other suspicious activity. A lot of people laughed in my face.

Disclaimer: In order to protect the privacy of those depicted, some names, locations, and identifying characteristics have been changed and are products of the author’s imagination. Any resemblances to actual events or places or persons, living or dead, are entirely coincidental.