Our advice columnists have heard it all over the years—so we’re diving into the Dear Prudence archives to share classic letters with our readers. Submit your own questions to Prudie here. A close ...

“I started digging into the numbers and found out what I really owed,” Joe said. “Kind of spooked me a little bit. Wasn’t quite as—was a lot more than I thought it was.” Joe admitted to owing around ...

I recently moved in with my girlfriend of three years. I am 29 and she is 35. She had a previous marriage and has two daughters; this is my first long-term relationship. Before we moved in together, ...

On the other hand, personal finance expert Dave Ramsey didn't hesitate. “No,” he said immediately. “You don’t pay off dating relationships’ debt. You do that when you’re married.” Garregg explained ...

A 30-year-old man is seeking advice on whether or not he made the right choice to set a boundary His girlfriend asked him for $300 to $500 a month to help pay off her credit card debt he didn't know ...

A 30-year-old man is seeking advice on whether or not he made the right choice to set a boundary Getty A 30-year-old man is seeking advice on whether or not he made the right choice to set a boundary ...

Dave from Springfield, Illinois is only 21 years old, fresh out of college, debt-free, in a stable relationship and hustling through internships. He’s even considering proposing to his girlfriend to ...

A man is seeking advice on Reddit after he paid off his girlfriend's student loan debt as a birthday present, despite her wishes that he didn't. Money is a continued issue between the two of them, as ...

A man decides to secretly pay off his girlfriend's student debt but is greeted with anger rather than gratitude Ashley Vega is a writer-reporter at PEOPLE. She has been working at PEOPLE since 2024.

A well-intentioned boyfriend thinks he’s giving his girlfriend the ultimate gift—freedom from debt. Instead, she’s furious, feeling like he took something important away from her. Now, he’s left ...

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