Self-Improvement Episodes

In this season premiere of Well That Was Awkward, Bree and Mendy crack open the vault of 1991 with a scandal so juicy it practically rewinds itself. Our heroine, Dee Dee (a.k.a. the ever-iconic Denise Stewart), finds herself in the middle of a VHS-fueled covert mission to record Madonna’s Blonde Ambition Tour… without her best friend’s military mom finding out. What follows is a story of S.E.X., betrayal, and one very loud Dodge Charger. It’s a tale of forbidden pop culture, nosy neighbors, t...

Join Bree and Mendy as they share memories of 80s nostalgia, awkward breakups, and musical mishaps! This episode features Darla’s story of romantic despair—complete with botched song lyrics and a surprise roadside breakup! Bree and Mendy explore the awkward side of 80s fashion, misheard lyrics, and cringe-worthy moments we’d rather forget (or sing about). Whether it’s high hair, leg warmers, or a really bad round of Jeopardy, this episode is packed with fun, friendship, and 80s flashbacks. Ce...

In this episode, Bree and Mendy unravel the hilariously awkward story of Margaret, a high-flying business consultant who unknowingly lets her love for garlic almost derail her career. From her early days as a competitive child to landing prestigious positions at top consulting firms, Margaret's journey is nothing short of remarkable. But when a well-meaning family intervention reveals a very personal issue, Margaret faces an awkward moment that could have jeopardized her professional reputation....

Ever felt that cringe-worthy moment when you wish you could take back something you said or did? Join Mendy and Bree as they celebrate the awkward moments we all experience. This week, we hear a story about our worst middle school nightmare -- getting laughed at by a room full of mean girls! Plus our hosts divulge their own awkward stories from the week. Protective Awkwardness Mendy shares a story about defending her partner at the pool, showcasing how our awkwardness can become a superpow...

In this episode, Bree and Mendy explore the hilariously awkward and slightly terrifying experience of Ellie, who got stuck in an elevator just before Christmas. They discuss strategies for handling awkward moments, particularly in confined spaces, and share their own cringeworthy encounters. Ellie’s story is a rollercoaster of emotions, complete with lo mein noodles, lipstick messages, and a heroic rescue by her best friend. The episode wraps up with a special message from Synthia Scott Kearney ...

This week, Bree and Mendy dive into a listener's hilariously awkward high school story that involves perms, weed, and a surprising triumph in a calculus class. Plus, they share their own awkward moments and serenade you with a special song at the end. Don’t miss out on this 80s flashback that will have you laughing out loud and reminiscing about your own high school days. Key Themes: Summertime awkward moments (FREE THE NIPS… maybe?) High school memories Awkward fashion and hairstyles of the...

This week, Bree and Mendy dive into the cringe-worthy adventures of George Steele. Join us as we unravel George's impulsive trip to Savannah with a dating app match? Will they find a love connection in the land of Southern charm – or will the whole relationship go up in flames?

Welcome to a special holiday episode of "Well, That Was Awkward," where Bree and Mendy share the most hilariously cringeworthy voicemails submitted by our beloved listeners. Celebrating Independence Day with a bang, we’ve got tales of embarrassing encounters, unexpected discoveries, and awkward celebrity run-ins. Key Themes: We REALLY REALLY Want to hear from you! Share your story with us! Embarrassing encounters at public places Celebrity sightings and awkward interactions Misplace...

Welcome to another episode of "Well, That Was Awkward," where Bree and Mendy dissect listener's most cringe-worthy and hilarious moments with warmth, wit, and irreverent insight. In this episode, join us as we explore the world of Zoom fails, unexpected emotional moments, and the importance of humor in navigating awkward situations. Key Themes: The emotional rollercoaster of losing a beloved pet The hilariously awkward consequences of an unexpected Zoom fail Navigating parent-teache...

Welcome to "Well, That Was Awkward," where hosts Bree and Mendy share stories of life's most cringe-worthy moments with humor, warmth, and irreverent insight. In this episode, join us as we unpack Ben's hilariously mortifying encounter at the gym and...