EPISODE · Feb 11, 2026 · 40 MIN

Underwear Love Letters

from Hoot’n & Holler’n With Matt Mitchell · host Matt Mitchell

This week on Hoot’n & Holler’n, we dig into the wonderfully awkward world of childhood Valentine’s Day to discuss the era of Big B valentine's, pocket chocolates, and stuffing handwritten love notes in your underwear. From elementary school crushes to the bizarre unspoken rules of classroom Valentine exchanges, we revisit the stories that somehow still live rent-free in our heads. It’s a nostalgic, slightly unhinged trip back to a time when romance meant candy hearts, folded paper notes, and the courage to put your feelings in writing and then have your friend throw that letter away. We swap embarrassing memories, laugh at how strange those rituals really were, and try to figure out what made kid Valentine’s Day so memorable in the first place. If you’ve ever carried melting chocolate in your pocket or overthought a Valentine card like it was a life decision, this episode’s for you. © 2026 Ostrich Media LLC. All rights reserved.

What this episode covers

We take a hilarious trip back to childhood Valentine’s Day, swapping stories about pocket chocolates, awkward crushes, and unforgettable love letters. It’s a fast, funny nostalgia dive into the chaos of elementary school romance and the moments that still make us cringe and laugh.

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Underwear Love Letters

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This episode is 40 minutes long.

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This episode was published on February 11, 2026.

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