New to Well, That Was Awkward?
Here are some great episodes to start with. Or, check out episodes by topic.
Recent
34
Aug. 28, 2025
The Truth About Why French Canada Got Super Awkward
Grab your flannel shirts and Sun-In, because Mendy is taking us back to the summer of 1994 —where lifeguard shifts, band camp, and a French class trip turned into something unforgettable. From roller skating to French disco to swooning over a dreamy Canadian tour guide, it was the kind of teenage adventure that felt like pure magic… until a late-night prank at the hotel tipped everything straight into awkward chaos. What happened next left a busload of teenagers horrified, a tour guide disappo
33
Aug. 21, 2025
100% Chance of Awkwardness: From Childhood Fame to Small-Town Shame
In this episode of Well, That Was Awkward, Mendy and Bree bask in the hilarity of the awkward, celebrating the moments that leave us red-faced but connected. Fresh off their Best of C-Ville award win (and plotting the deviled egg party spread), they invite listeners to join their Facebook group and send in stories that prove awkwardness is universal. This week’s story spotlights Stephanie (aka Jen), a former child star of community theater with equal parts talent and ambition — and a knack for
32
Aug. 14, 2025
Brad Pitt, Glenn Close, and Tony Danza Walk Into a Podcast: Our Most Awkward Celebrity Moments
From Brad Pitt’s jewel-inlaid cowboy boots to Jennifer Aniston playfully balancing toward a stranger on a hiking trail, Well, That Was Awkward is serving up the ultimate playlist of star-studded slip-ups, blunders, and “did that just happen?” moments. Bree and Mendy swap their own cringe-meets-comedy celebrity encounters—like the time Bree sat between her husband and the last man left on her Hall Pass list (sorry, Spalding Gray), and when Tony Danza spent an entire three-act Eugene O’Neill drama
31
Aug. 7, 2025
When Your Side Hustle Serves You Humble Pie
Bree here. It’s 4 AM. I’ve got flour in my hair, burns on my arms, and questions about my life choices. In this solo installment of Awkward and Alone, I share what happened when I—middle-aged arts executive, story-slinger, and resident night owl—decided to take a second job… at a bakery. Why? Because I wanted something “real.” (Spoiler: it got real fast.) This is a tale of romanticized routines, edible glitter fantasies, and being publicly outed for doing honest work. It’s also about ego, iden
30
July 31, 2025
When it Comes to LOVE, Three is the Awkward Number… Or Is It?
A dead butterfly wedding tribute. A throuple in a walk-in closet. An ex at the door. This week, we hear from a listener whose spring break turned into a science-backed, champagne-fueled throuple… until his ex crashed the party. Also: 🦋 The world’s most tragic butterfly release 📚 Sex ed memories involving cartoon nudity and romance novels 💬 Advice from a former wallflower turned botanical Casanova Don’t open the door. Don’t shake the box. And whatever you do, don’t miss this episode. 🤓Re
29
July 24, 2025
She Found Her Stolen Car… With a Psychic Hunch and a Booby Trap
Mendy’s riding solo—and taking you on a truly absurd (but 100% real) journey through amateur detective work, neighborhood drama, and a very misunderstood pair of underwear. Also featured? A severed hand, a fake penis, and one heroic fishing vest rescue. Solving crime is awkward, y’all! If you’ve ever felt like a badass and then watched your dignity slide down a storm drain—this one’s for you. 💅 What’s Inside This Mess: Why Mendy got certified as a PI (but never went full Veronica Mars) Find
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Dec. 4, 2024
We have a super awkward gift for you!
Well, That Was Awkward: The Party Game You’ll Actually Want to Play Mendy and I both love a good game-filled gathering, but let’s be real: most party games end in one of two ways. Either everyone’s bored out of their minds, or someone’s flipping t…
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