His Best Friend Married His Daughter After Starting A Relationship Behind His Back, So He Feels Like He Failed As A Dad

By Bre Avery Zacharski Dec 16, 2025

What are you supposed to do when two of the most important people in your life fall in love, and it screams wrong to you on every level?

That's the position he's in, trying to figure out whether there's a way forward that doesn't mean losing his daughter, his best friend, or himself in the process.

This man's best friend has been in his life since he can remember. His daughter is now 26, and she decided to pursue a career as a lawyer.

His best friend is a big-time lawyer with his own firm, and his best friend generously offered his daughter an internship, which later turned into a full-time job there.

He was excited about it at the time, thinking his best friend would truly look out for his daughter, but now he's flooded with regret over how that all came about.

His best friend is a multi-millionaire, and quite attractive even given his age, but he never pictured that his daughter would fall in love with him.

"...He’s been widowed for over a decade, but I didn’t think anything of it, after all he was my best friend and I thought he’d take a bullet for me and I would have done the same, and she was my daughter who he watched grow as a baby and actually came and visited us in the hospital when she was born," he explained.

Well, his daughter started dating his best friend when she was 25, and he was 54, but he didn't know. He only pieced together that they were in a relationship after his best friend proposed to his daughter a year ago.

He was furious when he found out, because his best friend spent nearly every day at his house over the years and literally watched his daughter grow up, so it all feels extremely predatory and creepy to him.

Beautiful brunette woman smiling cheerful, looking happy and positive with crossed arms. High quality photo Oleksandr - stock.adobe.com - illustrative purposes only, not the actual person

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He got into an enormous argument with his daughter, who then moved out of his house and in with his best friend!

"They got married this past August, and I, of course, wasn’t invited to the wedding. I was his best man at his first one, and now he remarried my damn daughter. And now I just found out she’s pregnant with his kid," he added.

He knows that his best friend and his daughter are two consenting adults, so it's not like he can do anything about them being together.

"I feel like a...failure of a father. I’m heavily considering disowning her and leaving her out of my will for this. I just needed to vent this out here," he concluded.

I completely understand why he thinks his now-former best friend is a creep, but if they're both happy, that's all there is to it. Love stories can be unconventional, and he's going to have to come to terms with this one if he wants to have his daughter and his grandchild in his life.

He needs to find a way to let go of the anger, the betrayal, and the hurt, because why alienate two of the most important people in his life just because they fell in love?

What advice do you have for him?

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By Bre Avery Zacharski Dec 16, 2025

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