Underwear Love Letters

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.