Love Letters

How (not) to break up with your high school girlfriend

July 7, 2026·41 min
Episode Description from the Publisher

Join our Friends With Benefits club for an ad-free experience, a monthly bonus episode, and more. For details, visit Globe.com/loveletters/friendswithbenefits. In this episode, we meet Lyla, a recent high school graduate who tells a story about being dumped by a college-bound senior when she was a junior. It was a devastating breakup. It was also messy.A year later, it’s also a bit funny. The truth is, it’s hard to know when to end a high school relationship. It’s confusing, emotional, complicated – and there’s so much changing all at once. A year after this breakup, Lyla – now a college-bound 18-year-old herself – shares this story, with lessons about how to manage a relationship that’s probably temporary, and how to be kind when you’re letting go. Remember, we’re also an advice column. Send your questions about relationships to loveletters@boston.com. When you share your quandaries, you help others dealing with the same thing. Learn more about your ad choices. Visit megaphone.fm/adchoices

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