The Wildest Cheating Stories, from a Private Investigator

1. “This man and his wife had just had a baby only weeks before. The baby was crying a lot, so this guy’s excuse was he needed to clear his head. At first, she didn’t think much of it, but then she was like, ‘What are you doing? You need to be helping me.’ Normally, it takes a few days for us to find out what’s going on, but the first day we followed him, we tailed him to a popular university in Toronto. The subject picked up a young woman who was attending the university-he would’ve been somewhere in his mid-thirties and she would be anywhere from 18 to 22. They went to a nice restaurant where they held hands and kissed the entire time. Then after dinner, they went to the vehicle and, without tint on the car windows, began to fool around.”


2. “A woman had gotten some sort of STD from her partner, and that was her cue that something was off. We followed the subject to a hotel he was staying in for business. We knew from the client that the subject was a heavy drinker and would most likely be in the bar area of the hotel. The investigator that happened to be on this file was a woman, and the subject, after hitting on several different women in the hotel, proceeded to hit on our investigator. After her multiple attempts to get him to move on, he left her a room key, just in case she changed her mind.”


3. “This guy was in a long-distance relationship with a woman and thinking he wanted to get married. He had some money and didn’t want to go into a relationship where he could be taken advantage of. We tailed her, and she would go shopping with a couple of girlfriends, or sometimes just one, and just hang out. But on one of the stakeouts, the subject and a man were at a local mall, where we were documenting them holding hands and kissing. While we went over the video to finalize the file for the client, we noticed that, while in the store, she was also stealing things from the cosmetics aisle and placing them in her backpack.”