She had a best friend—a guy she had known long before I came into the picture. She told me the guy was the son of her mother’s friend, so even her parents were aware of their friendship. I wasn’t worried about him until something didn’t make sense to me.

Whenever she wasn’t with me, she would be with this guy. We had dated for over five months, but I’d never met any of her friends, yet she hung out with this guy and her friends regularly. I asked her what it meant. She said, “We’re all friends. He’s part of the squad.”

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One night, I showed up unannounced, and the guy was there. From all indications, he was going to spend the night. He was shirtless, lying on the sofa. When he saw me, he quickly put on his shirt and excused himself. I confronted her: “Gina, this isn’t what you said it was. It’s after 10 p.m. Why is he here?”

She told me our relationship might not last because of mistrust but said if I didn’t want to see the guy around her anymore, she would cut him off to make me happy. I told her to do it. I told her to stay away from him because he didn’t seem safe to be around.

For a long time, I didn’t see them together or see her post any photos of them. She posted a photo of us once with a sweet caption. When I didn’t see them together for over a month, I felt safe and secure, but I wanted to confirm that they were truly no longer in contact. So, every time she picked up her phone and typed her password, I discreetly recorded her until one day I zoomed in and figured out the password.

What I discovered shocked me. They had been friends with benefits for over two years. The guy had a girlfriend who was also a friend of Gina’s, but it seemed he liked Gina more. However, he couldn’t leave his girlfriend, so they dated secretly. By the time they broke up, Gina was already seeing me. In one of their messages, Gina assured him that she wouldn’t stop “doing the do” with him because of me. She was with me only because I was “way too kind.”

We broke up, even though I loved her deeply. She cried, apologized, and said she had come to love me so much that she was ready to let everything go. If it had been anyone else, I might have forgiven her, but that guy? No. I let her go.

A year later, we started talking again. We reminisced about the wonderful days we had and what could have been if it weren’t for that guy. She said she had been single because she didn’t believe she would find anyone like me again, and she was ready to start over if it was with me.

I like her new demeanor—sober, reflective, and considerate. Every time I think about giving her another chance, the images of that guy flash in my mind. She no longer talks to him, and there’s evidence to prove it. It seems like she’s doing everything to make me happy and convince me to say yes. I want to, but I need to know: has it ever worked out with a cheater? For those who gave a second chance, did it work?

—Derrick

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