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Wellthatwasawkward
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Well, That Was Awkward
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) Finding a stolen car… twice True crime podcasts vs...
2025-07-24
17 min
Well, That Was Awkward
Bear With Us — These Might Be the Worst Camping Decisions Ever
What do you do when someone asks you to do something you absolutely do not want to do, but they think they’re offering you an honor? This week, Bree and Mendy tackle the awkwardness of saying no when saying yes feels like a social trap. And speaking of traps, they also share a listener story that includes hiking, exotic dancers, two dudes marinated in fish slime, and one “bear” attack in the Wyoming wilderness. It’s equal parts adventure, absurdity, and advice on what not to do in grizzly country. In This Episode: Bree and Mendy on...
2025-07-17
22 min
Well, That Was Awkward
I Got Married at 22 and Invited My Ex -- Here's the Awkward Truth
In this solo episode, Bree dishes from a literal closet at her mother-in-law’s Cape Cod home about her awkward journey into marriage at age 22. From engagement party antics at the Plaza Hotel to wedding-day wardrobe disasters involving high heels in soft grass, Bree humorously explores the messy decisions of young adulthood. Highlighted by an ex-boyfriend who made a bizarre fashion choice when he decided to attend her union, Bree's wedding story proves that awkwardness is both universal and strangely endearing. Tune in for laughs, relatable moments, and reassurance that no matter how awkward things get, you're never alone....
2025-07-10
19 min
Well, That Was Awkward
Why You Should Never Date During Mercury Retrograde
You’re out of lockdown, finally at a real wedding again, and someone on the dance floor catches your eye. There’s chemistry, connection, shared moon signs, and just the right amount of glitter. But sometimes, even when the vibes are right, the love connection takes an unexpected turn. In this episode of Well, That Was Awkward, Mendy and Bree share a listener story full of post-pandemic hope, woo-tinged romance, Nashville nightlife, and one of the most awkward twists we’ve heard in a while. From wedding dance floors to burlesque bars to velvet couches, this one has it...
2025-07-03
22 min
Well, That Was Awkward
Awkward Confession: The Accidental Affair
In this solo episode of Well, That Was Awkward, Mendy takes the mic alone – But things escalate quickly when Mendy recounts a surprisingly flirty run-in with a car detailer named Lucky, who offers more than just a clean ride. What starts as a simple oil change turns into a rhyming text exchange, a dirty Lexus, and a minor emotional entanglement. Mendy shares the play-by-play of how she accidentally had an affair… From clever rhymes to uncomfortable realizations, this is a hilarious and painfully relatable tale about boundaries, intentions, and how quickly friendliness can get misread. In T...
2025-06-26
09 min
Well, That Was Awkward
The Madonna Tape Heist: Scandals and Small Town Secrets Revealed
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, teenage code-breaking, and the long road back into a small...
2025-06-19
31 min
Well, That Was Awkward
How to Cheat on Your Hairdresser (and Handle Awkward Encounters Like a Pro)
Season 1 is in the books, folks! In this finale episode, Mendy and Bree spill the tea on the joy (and sheer awkwardness) of connecting with you, our lovely listeners. Plus, Bree confesses her hairdresser dilemma, Mendy recounts an awkward moment involving their podcast’s title, and the duo invites YOU to share your awkward stories for Season 2. What’s Inside This Episode: Mendy’s awkward encounter explaining the podcast title to an old friend. Bree’s confession about cheating on her beloved hairdresser. A thank-you to all our listeners who shared and resonated with our awkward stories...
2025-01-02
09 min
Well, That Was Awkward
Grandma Got Run Over By A Casserole: Awkward Christmas Stories
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 touchin...
2024-12-19
31 min
Well, That Was Awkward
BONUS: Well, That Was Awkward: The Game You Didn’t Know You Needed
Get ready to up your awkward game this holiday season! In this surprise minisode, Bree and Mendy announce something exciting: Well, That Was Awkward, The Party Game! This free storytelling game lets you share your funniest, most cringe-worthy, and awkward moments with family, friends, or coworkers. Tune in to find out how you can download the game, what you’ll need to play, and why this is the perfect icebreaker for holiday gatherings. Plus, hear some hilarious examples of how you can embrace the awkward and make unforgettable memories. Download the Game: Click the...
2024-12-12
02 min
Well, That Was Awkward
A Very Awkward Holiday: When Gifting Goes Wrong
Ah, the holidays. A time for twinkling lights, festive cheer, and… family-induced trauma disguised as a gift exchange. In this episode, Bree and Mendy unwrap (see what we did there?) Sammy’s jaw-dropping story of holiday hierarchy. Imagine getting tumblers while your stepsiblings are handed Cartier watches and kid-sized Land Rovers. Yeah, that kind of holiday. Here’s what’s inside this episode-shaped gift box: Sammy’s awkward Christmas saga: A family gathering that makes even the worst Secret Santa feel like a dream. The art of passive-aggressive revenge: From strategic gift-giving to killer game night comebacks...
2024-12-05
39 min
Well, That Was Awkward
Heartbreak on the L Train: When Love Goes from Dreamy to Disastrous
This week, Bree and Mendy share a listener’s unforgettable story of teenage love, heartbreak, and one hilariously awkward date in Brooklyn. From a kiss that could rival a rom-com to a Venmo request that shattered the illusion, this episode is packed with laughs, tears, and relatable moments. In addition, Bree and Mendy share their own awkward tales of broken laptops, nerd dates, and revisiting books they forgot they’d already read. Whether it’s reliving high school heartbreaks or celebrating the awkwardness of daily life, this episode reminds us that you may be awkward, but you're defini...
2024-11-21
39 min
Well, That Was Awkward
From Big Hair to Breakups: The Ultimate 80s Awkward Story
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. Celebrity Shoutouts: Frisco & Felicia (General Hospital), Bo and Luke Duke (The Dukes of Hazzard), Ricky Schroder...
2024-11-07
31 min
Well, That Was Awkward
Only Neighbors – Too Close for Comfort
Welcome to another awkward-filled episode of Well, That Was Awkward with Bree and Mendy! In this intimate installment, Bree and Mendy dive into the theme of awkward neighbor stories. They share their own personal experiences, from sneaky pets to avoiding neighbors while stoned, and even discuss a listener's tale of an unexpected sight during a late-night baseball game. Along the way, they embrace the joy of awkwardness and remind us all that sometimes, the best thing to do is laugh through it. You'll hear stories about: Bree’s giant dog Basho, who mastered an impressive disappearing ac...
2024-10-24
37 min
Well, That Was Awkward
Vacation Mode: Corrupting Canadians, Crockpot Weed, Zoom Moonings and More!
In this episode, Bree and Mendy share the mic with the real-life Dana, whose wisdom and hilarity take center stage. Together, they unpack listener stories, including Denise’s poetic third-grade hustle, Dr. Greg's unforgettable gaseous mishap, and an anonymous caller’s crockpot weed discovery. Plus, they welcome a special WEDDING story from Shaneisha Wofford. Oh, and Bree gets mooned by a familiar fanny during a Zoom call... Can you guess who it is? Thank yous: A huge thank you to our surprise guest Dana for joining us -- and to all the callers—Denise, Dr. Greg, Shaneis...
2024-10-10
34 min
Well, That Was Awkward
We Made It Awkward With An Expert: Dr. Jim Coan
In this episode of Well That Was Awkward, Bree and Mendy dive deep into the world of awkwardness and human connection with their first-ever guest, Dr. Jim Coan, professor of psychology and head of the Virginia Affective Neuroscience Lab. Together, they explore the science behind why awkward moments can actually bring us closer, how discomfort creates bonds, and why a cringe-worthy encounter could be the best thing to happen in a relationship. Dr. Coan shares personal stories of awkward moments, from a mistaken kiss in the car to navigating uncomfortable conversations around sex, revealing how these moments...
2024-09-26
40 min
Well, That Was Awkward
Stranded in Spain: When Love Goes Off the Rails
In this hilariously awkward episode, Bree and Mendy dive into the story of Matthew, whose European adventures take a turn for the awkward when he finds himself navigating a boomerang relationship. From navigating the tricky dynamics of an on-again, off-again relationship to getting stood up at just the wrong time, this story hits all the right notes of cringe, humor, and surprise. Key highlights include: The unique dynamics of boomerang romances and how Matthew found himself in a series of geographical "on-again, off-again" relationships. The awkwardness of being stranded in a foreign country with no money...
2024-09-12
35 min
Well, That Was Awkward
Why We're Hitting Pause on Weekly Episodes (Spoiler: It’s Awkward)
We’ve got some news, folks! Bree and Mendy are taking a little breather… sort of. While we’re still here for all your awkward needs, we’re mixing things up a bit and going bi-weekly. That’s right, we’ll be dropping new episodes every other week. 📅 What’s New? Episode Drops Every Other Week: You can still get your awkward fix, just with a little more anticipation built in! YouTube Goodness: We’re not leaving you hanging! Between episodes, catch us on YouTube for exclusive video clips. Make sure to subscribe so you don’t miss out! Stay Conne...
2024-09-05
02 min
Well, That Was Awkward
Butterfingers and the Bomb: An Unexpected Journey from Draft to Laughs
In this episode of Well, That Was Awkward, Bree and Mendy share an incredible story from one of their listeners, Paul, whose journey from a law school student to a soldier during the Vietnam War takes a surprisingly hilarious and awkward turn. Get ready to hear about Paul's unique draft experience, his run-ins with bullies during basic training, and an unexpected assignment with nuclear weapons! Mendy kicks off the episode with a story about her crush on Noam Chomsky and a memorable encounter at MIT, setting the stage for a discussion on parasocial relationships with celebrities. Bree...
2024-08-29
29 min
Well, That Was Awkward
Sebastian the Superhero: When A Good Deed Goes Wrong
Welcome to another episode of "Well That Was Awkward," where we dive into the hilariously cringeworthy and downright awkward moments that life throws our way. In this episode, Bree and Mendy are back with stories that will make you laugh, cringe, and maybe even rethink your next good deed! In This Episode: First In-Person Recording: Bree and Mendy share the excitement (and awkwardness) of recording in person for the first time, complete with multi-camera action and all the self-soothing habits they have to leave behind. From picking noses to dealing with the new "hot pink beeper," the transition...
2024-08-22
33 min
Well, That Was Awkward
What Happens When One Woman's High Stakes Life Kinda Stinks
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. Through laughter and reflection, Bree and Mendy discuss the impact of personal quirks on professional life, the importance of self-awareness, and how even...
2024-08-15
31 min
Well, That Was Awkward
From Faux Pas to Fabulous How One Girl Owned Her Unique Style
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 superpower when protecting loved ones. We explore why we're often more assertive in d...
2024-08-08
30 min
Well, That Was Awkward
The Super Awkward Elevator Episode: How to survive when you're stuck
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 – and offers a valuable tip for anyone who might find themselves stuck in an elevator. (Thank you, Synthia!) Bullet Points: A...
2024-08-01
25 min
Well, That Was Awkward
Hot Hippie Summer: The Greatest Awkward Breakup Story Ever Told
This week, Mendy and Bree talk about strategies for dealing with restroom knockers and come up with a business plan for making your next trip to the loo a little less awkward. The episode's highlight is a listener story from Lane. We hear all about how her summer romance with Tristan, a high school acquaintance turned love, blossoms over shared values. But will their summer romance wilt on the vine? The episode ends on a hopeful note, encouraging listeners to embrace awkwardness and life's lessons. Bullet Points - The theme of awk...
2024-07-25
28 min
Well, That Was Awkward
Higher Math: This is your brain on Calculus
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 80s The adventures (and misadventures) of smoking weed in high school Unexpected acade...
2024-07-18
21 min
Well, That Was Awkward
Savannah Surprise: What happens when a date gets really awkward
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? Key Themes: Embracing awkward moments The ups and downs of dating Savannah travel highlights and mishaps Awkward Stories of the Week: Mendy’s Awkward IUD Change: A medical procedure turned into a musical moment. Bree’s Group Chat Mishap: But if you want to buy us a c...
2024-07-11
34 min
Well, That Was Awkward
The Fireworks Episode: A Sure Fire Way to Laugh Today
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 Misplaced items leading to awkward situations Hilarious misunderstandings and social faux pas Listener Stories: Bagel Shop Blunder: A listener recounts a mortifying moment at Bo...
2024-07-04
28 min
Well, That Was Awkward
Awkward Zoom Moments: A Parent-Teacher Conference Disaster
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-teacher conferences during a pandemic The resilience and humor required to handle public embarrassment Creative problem-solving in the face of virtual communication mishaps Takeaways:
2024-06-27
30 min
Well, That Was Awkward
Cheeky Charlotte: Mischief And Mayhem That Will Make You Laugh
Welcome to Episode 4 of "Well, That Was Awkward," where Bree and Mendy share and dissect our listeners' most cringe-worthy and hilarious moments. Join us as we delve into the world of childhood mischief, grown-up pranks, and the lasting power of humor. Key Themes: Mischievous childhood antics and their lasting impacts Resilience and humor in navigating public embarrassment The joy of connecting through shared awkward moments The importance of looking before you smack! Takeaways: Embrace the unexpected with humor and grace. Use awkward moments as opportunities to bond and empathize with others. Always make sure...
2024-06-20
29 min
Well, That Was Awkward
From Fart to Finish: The Funniest Theater Blunders
Welcome to another episode of "Well, That Was Awkward," where Bree and Mendy share and dissect life's most cringe-worthy and hilarious moments with warmth, wit, and irreverent insight. In this episode, join us as we explore the world of theater blunders, unexpected bodily functions, and the power of humor in the face of embarrassment. Key Themes: Theater mishaps and live performance challenges The awkwardness of unexpected bodily functions The resilience and humor required to navigate public embarrassment The importance of shared experiences and empathy in awkward situations Creative problem-solving in the face of embarrassment Takeaways: Embrace the unexpected...
2024-06-13
34 min
Well, That Was Awkward
Muscle Maniac Meltdown: Let's Get Physically Awkward!
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 explore the hilarious aftermath of an unplanned fitness disaster. Key Themes: A listener story that will make you queasy. The pitfalls of trying too hard to impress at the gym. The delicate balance of social dynamics around hookups. Embracing awkward moments with humor and grace. Tips on how to avoid gym-related embarrassments. Takeaways: Don't o...
2024-06-06
36 min
Well, That Was Awkward
Good Vibrations: An Awkward Tale of Moving Mishaps and Surprise Visits
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 Taylor's jaw-dropping encounter with Meadowhaven management and explore the hilarious aftermath of an unplanned inspection... Key Themes: A listener story leaves us vibing. Creative problem-solving in awkward situations. Embracing empowerment and owning quirks with humor. Strategies for navigating shame and embarrassment with wit and whimsy. The liberating power of outrageous solutions in embarrassing predicaments. Takeaways: Embrace embarrassment with humor, creativity, and self-assurance. ...
2024-05-30
34 min
Well, That Was Awkward
Well, That Was Awkward- The Trailer!
Join Mendy St. Ours and Bree Luck, your unqualified, yet certified awkwardness experts as they launch a podcast dedicated to exploring (and celebrating) the hilariously uncomfortable moments we've all experienced. This trailer is a sneak peek at what awaits you: listener-submitted stories, side-splitting commentary, and a supportive space to celebrate (and dissect) the awkwardness that unites us. ***NEW EPISODES DROP IN MAY!*** In This Trailer, You'll Hear: Our catchy new theme song tune, written by Mendy. A glimpse into the relatable awkward situations we all face The promise of...
2024-04-17
01 min