Dear Treehouse #22 | Valentine’s Day Stories: Best, Worst...

What this episode covers

Valentine’s Day brings out the best—and the absolute worst—in dating and relationships. In this episode of The Treehouse Show, we share our best Valentine’s Day memories, the worst dating fails, and Trey tells a heartbreak story that sets a new standard for bad Valentine’s experiences. If you enjoy comedy podcasts about relationships, dating stories, and real-life humor, this episode delivers. Topics include:Best Valentine’s Day momentsWorst Valentine’s Day disastersFunny dating and relationship storiesA brutal heartbreak story you won’t forgetAbout the show:Leave your worries outside and join Dan O'Malley, Trey Trenholm, and their hilarious guests for laughs about funny news and viral stories with ridiculous commentary inside the Treehouse Show. 💻 The Treehouse Website👑 Get MORE from the Treehouse Show on Patreon📺 Treehouse YouTube Channel🏠 Get a FREE roof inspection from the best company in DFW:Cook DFW Roofing & Restoration CLICK HERE TO DONATE:The RMS Treehouse Listeners Foundation

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Frequently Asked Questions

How long is this episode of The Treehouse Show Podcast?

This episode is 22 minutes long.

When was this The Treehouse Show Podcast episode published?

This episode was published on May 4, 2026.

What is this episode about?

Valentine’s Day brings out the best—and the absolute worst—in dating and relationships. In this episode of The Treehouse Show, we share our best Valentine’s Day memories, the worst dating fails, and Trey tells a heartbreak story that sets a new...

Is there a transcript available for this episode?

Yes, a full transcript is available for this episode. You can read the complete transcript on the episode page.

Can I download this The Treehouse Show Podcast episode?

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