Welcome back to another episode of The Viall Files: Ask Nick Edition! We’re back to answer your burning questions about the world of dating and relationships. Before getting to our callers, we debate if and when you should remove photos of your exes from social media, and what keeping them, deleting them, or un-archiving them means for a relationship. We then get our latest Breakup Song of the Week submission. 

Our first caller was in a situationship that ended after he confessed to cheating on multiple people and then asking how he’s grown since those experiences. He’s recently reached out to her again after ending things, and she isn’t sure how to proceed or if she should get back together with him. Our second caller is in love with her childhood best friend, but he has a girlfriend. She isn’t sure how to confess her feelings to him, and if it will ruin their family dynamic. Our final caller is the only woman at her company and dealing with a too-friendly coworker who is now attempting to see her on the weekends. She isn’t sure how to enforce her boundaries without affecting company culture, and doesn’t want to upset management. 

“The only good news is he understands that it’s f*cked up.” 

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