Marriages don’t deteriorate overnight. There’s often a gradual decline, sometimes over years or decades, that leads to an eventual breaking point and makes divorce inevitable.

We asked now-divorced men to reveal the moment that signalled their marriages were finally over for good. Here’s what they said:

1. When my son mentioned ‘mommy’s new friend.’

“I should have known it was over when she said at dinner that she didn’t know whether she loved me anymore. I should have known it after 18 months of sleeping in separate bedrooms. I should have known it when she stopped demonstrating any positive or negative emotions toward me. I should have known it after spending a holiday weekend with our young son on a road trip that she declined to take with us. I should have known it after I saw he

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