Should I Risk His Relationship for a Chance at Ours?
June 15, 2026
59 min
385
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387 of 388
Episode 385 · June 15, 2026
Should I Risk His Relationship for a Chance at Ours?
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Unsolicited Advice Episodes Around June 15, 2026
Episode 387 of 388 — walk the feed in the order it was published.
Should I Risk His Relationship for a Chance at Ours?
Summary
Today's episode is all about friendships, heartbreak, and knowing when it's time to let go. In one story, a listener is struggling with the painful realization that she and her best friend may have outgrown each other and she's wondering if it's time to end the friendship for good. In another, a listener develops feelings for her longtime guy friend just as he enters a new relationship. Now she's left wondering: should she confess how she feels, or would she be risking a happy relationship for something that might never have worked out?
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