All Episodes

December 19, 2024 31 mins

Holidays bring family, food, and a whole lot of awkwardness. Bree and Mendy share one of the most hilariously bizarre listener-submitted stories this week. Our listener, Melody, finds that  Christmas morning takes an unexpected turn when Grandma doesn’t show up to the festivities, leaving the family to juggle big feelings, a breakfast casserole, and Uncle Steve’s Hell’s Angels hangover.

From diaper rash cream miscommunications to Bree’s “glasses invisibility” dilemma, the hosts dive headfirst into the beauty of embracing life’s absurd moments. Plus, they reflect on the intersection of grief, awkwardness, and humanity in this touching yet utterly ridiculous holiday tale.

 

What’s Inside This Episode?

  • Mendy’s Underwear Mishap: A locker room incident involving going commando and scratchy jeans.
  • Bree’s Glasses Dilemma: Why Bree sometimes feels invisible in glasses (and sunglasses).
  • Melody’s Christmas Chaos: A listener story about an unforgettable Christmas morning featuring a casserole, Uncle Steve’s antics, and a surprise visit from the Grim Reaper.
  • Grandma’s Grand Exit: How Melody’s family handled grief, awkwardness, and the inevitable with laughter and a holiday breakfast.
  • Final Reflections: Bree and Mendy discuss the beauty of awkwardness, the humanity in grief, and the hilarity of family dynamics.

You can now play Well, That Was Awkward: The Party Game with your own family! Create new memories… or at least new grudges. Get it here.

 

**A special thanks to “Melody” for sharing her incredibly awkward story.**

Want to share your own awkward story? Submit your cringe-worthy, hilarious, or heartwarming moments anonymously (or not!) here.

 

Connect with Us

  • Share your thoughts on Grandma’s casserole, Uncle Steve’s holiday flair, or anything else awkward with Bree and Mendy!
  • Instagram: @awkwardsagemedia
  • Website: https://www.awkwardsagemedia.com/show/well-that-was-awkward-podcast/
  • Buy Us a Coffee: Support the podcast at Buy Me a Coffee.
  • Get your own Monk Manual with a discount! Visit Monk Manual and use code AWKWARD.

Next Episode Preview

We’ll be back in January with another episode packed with laughter, insights, and unexpected twists.

Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.