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 Connected: Join our Facebook group and mailing list to keep the awkwardness flowing. Who says the fun has to stop just because we’re not in your ears every week?
📬 We Want Your Stories!Got an awkward story that’s been sitting on your chest like a heavy, embarrassing secret? Let it out! Send it our way, and it might just end up featured in an upcoming episode. We promise we’ll only laugh a little… okay, maybe a lot.
👯‍♂️ Join the Awkward Squad: Don’t forget to hop into our Facebook group and sign up for our mailing list. Let’s keep this awkward party going!
🔔 Subscribe, Like, and Stay Awkward!Follow us wherever you listen to podcasts, and don’t forget to hit that subscribe button on YouTube. New content, laughs, and all the awkward goodness you crave—coming your way every other week!
Here’s how to connect with us:
Share your awkward stories (Anonymously – or Not!) in writing or by voicemail at Awkward Sage Media
Join our Cult of Awkwardness on Facebook – We want to get awkward with you! Facebook Group
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee
Get a discount on your Monk Manual at Monk Manual using the code 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 follows up with a hilarious tale of her childhood crush on Ricky Schroder and an embarrassing fan letter gone wrong.
But the real story unfolds when Paul, our listener and self-proclaimed biggest fan, recalls his life-changing draft to Vietnam. With the war raging and uncertainty in the air, Paul navigates the trials of basic training, including gorilla stomps and unusual punishments, only to find himself pulled into an even more bizarre situation—learning to assemble nuclear bombs.
As Paul’s story reaches its climax, he is chosen for a special assignment, leading to a jaw-dropping reveal during a high-stakes NATO inspection. The result? A classic Well, That Was Awkward moment that you won't want to miss.
Tune in for this episode filled with laughter, unexpected twists, and a heartfelt reminder that sometimes, life’s most awkward moments make the best stories.
Question of the week: if you are reading this, who was your first celebrity crush? Email us at wellthatwasawkwardpodcast@gmail.com
Connect with Us!
Share your awkward stories (Anonymously – or Not!) in writing or by voicemail at Awkward Sage Media
Join our Cult of Awkwardness on Facebook – We want to get awkward with you! Facebook Group
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee
Get a discount on your Monk Manual at Monk Manual using the code AWKWARD.
Remember to click follow wherever you listen to your podcasts and join us next time for another episode filled with laughter, insights, and unexpected twists. You may be awkward, but you are definitely not alone.
Advice for world travelers from “Paul”: 
 
“I found it very helpful to read up on the places you intend to visit –  not only on the history but also on the current state of their affairs. Then use that knowledge to start conversations with the people who live there and ask for advice about places to visit and where to eat. 
 
Also, read up on the places in said countries you want to visit and try to make sure you get there. 
 
Always be polite, kind and appreciative. No ugly American stuff, and don’t be demanding or rude. Kindness begets kindness😀😘🤗”
 
Top Five Places that Paul recommends seeing in a hippie car.
Rothenburg ob der Tauber, Germany
Florence, Italy
Paris, France
Vienna, Austria
Lugano, Switzerland

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 from audio-only to video is as awkward as it gets.
Awkward Restroom Encounter: Mendy recounts a restroom mishap that builds on their previous discussions about knocking on public restroom doors. What happens when you accidentally cause a minor meltdown over a simple knock? Mendy's tale of awkwardness in a little country store restroom will have you nodding in sympathy (or laughing out loud).
Birthday Awkwardness: Birthdays can be awkward, especially when you don’t like big callouts. Bree shares how two friends cleverly navigated this minefield by sending sweet, understated messages instead of loud birthday wishes. It’s a reminder that sometimes, the best way to celebrate is with a little less fanfare.
Interspecial Awkward Moment: Bree had an unexpected visitor while setting up her new studio—a red-tailed hawk! This majestic bird wasn’t just knocking on her door; it wanted to come inside. Bree talks about her 45-minute encounter with the hawk and the awkwardness of mistaking a bird for a human knocking on her door.
Listener Story - Sebastian the Superhero: The highlight of the episode is Sebastian’s epic (and awkward) tale of good intentions gone wrong. Raised with Eastern spiritual values and a deep commitment to service, Sebastian is the guy everyone wants as a friend. After a concert in the countryside, he hears cries for help from the woods and springs into action. Grabbing a nearby concertgoer for backup, he embarks on a rescue mission that takes a surprising turn. Was it a damsel in distress or something entirely unexpected? Tune in to find out how Sebastian’s heroic intentions led to one of the most awkward moments of his life.
Awkward Rescues and Reflections: Bree and Mendy break down the elements that made Sebastian’s story so delightfully awkward. From the adrenaline-pumping rescue attempt to the realization that not all cries for help are what they seem, they explore how even the best intentions can lead to hilariously awkward situations.
Final Thoughts: The episode wraps up with some practical advice from Sebastian on how to handle unexpected situations. Whether it’s bringing someone along when you’re unsure or learning to laugh at the absurdity of life, there’s a takeaway for everyone.
Shoutout to the Bhakti Boys: Inspired by Sebastian’s story, Bree and Mendy give a special shoutout to Sebastian’s band, the Bhakti Boys. If soulful, groovy music with a spiritual twist is your jam, be sure to check them out! 
Here’s how to find the Bhaki Boyz:
https://www.facebook.com/bhaktiboyz/
https://bhaktiboyz.bandcamp.com/album/bhakti-boyz
https://open.spotify.com/artist/0HW4FFxa96TS46YmrAuyEd
https://music.apple.com/us/artist/bhakti-boyz/1492767582
 
Connect with Us!
Share your awkward stories (Anonymously – or Not!) in writing or by voicemail at Awkward Sage Media
Join our Cult of Awkwardness on Facebook – We want to get awkward with you! Facebook Group
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee
Get a discount on your Monk Manual at Monk Manual using the code AWKWARD.
Remember to click follow wherever you listen to your podcasts and join us next time for another episode filled with laughter, insights, and unexpected twists. You may be awkward, but you are definitely not alone.
Remember to click follow wherever you listen to your podcasts and join us next time for another episode filled with laughter, insights, and unexpected twists. 
You may be awkward, but you are definitely not alone.

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 the most embarrassing moments can be turned into valuable life lessons.
Key Points:
Witness Margaret's ambitious rise in the consulting world and the high stakes of her career.
Take notes on how to doctor up a kick-a$$ frozen pizza.
Discover the impact of personal habits on professional reputation.
Enjoy Mendy and Bree’s Top Five Forces for Guaranteed Feelings of Wellbeing.
Learn how to ask trusted friends for feedback on hygiene, appearance, and behavior from an actual consultant.
Affirm the power of turning awkward moments into growth opportunities.
Connect with Us!
Share your awkward stories (Anonymously – or Not!) in writing or by voicemail at Awkward Sage Media
Join our Cult of Awkwardness on Facebook – We want to get awkward with you! Facebook Group
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee
Get a discount on your Monk Manual at Monk Manual using the code AWKWARD.
Remember to click follow wherever you listen to your podcasts and join us next time for another  episode filled with laughter, insights, and unexpected twists. You may be awkward, but you are definitely not alone.
 
 

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 defending others than ourselves.
The Good Morning Challenge
Bree recounts her mission to spread cheer in a quiet Cape Cod neighborhood, revealing how cultural differences in manners can lead to unexpected reactions.
Cotillion Calamity
Our listener Lila takes us back to her 7th-grade cotillion days in Alabama, where a fashion faux pas at the White Ball turns into an unforgettable moment. We discuss:
The world of cotillion and its impact on social etiquette
The importance of reading invitations carefully
How embarrassing moments can sometimes lead to unexpected positive outcomes
Awkward Advice
We share tips on:
Owning your uniqueness, even when it feels uncomfortable
The power of confidence in awkward situations
Why the Electric Slide is a universal language of fun
Bonus: Cotillion Gossip
Hear about the scandalous disappearance of a cotillion president that shook the community!
 
Visual Aid - Mendy's T-shirt Trick
Join the Well, That Was Awkward Facebook Group today to see a sketch of Mendy's T-shirt trick!
Connect with Us!
A special thanks to all of the listeners who took the time to share an episode with your friend this week! (Y'all clearly don't believe in gatekeeping a good dose of schadenfreude...) Did you know that the BEST way to support a podcast is to share it with your friends? It's true!
Aaaand the second best way to support a podcast is to Buy Us a Coffee!
Want a gold star and eternal gratitude from two podcasters? Here are all the ways to connect:
Share your awkward stories (Anonymously – or Not!) in writing or by voicemail at Awkward Sage Media
Join our Cult of Awkwardness on Facebook – We want to get awkward with you! Facebook Group
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee
Get a discount on your Monk Manual at Monk Manual using the code AWKWARD.
Remember to click follow wherever you listen to your podcasts and join us next time for another episode filled with laughter, insights, and unexpected twists.
You may be awkward, but you are definitely not alone.
 

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:
Awkward moments in social interactions and confined spaces
Bree and Mendy’s personal anecdotes about embarrassing experiences
Ellie’s story: Getting stuck in an elevator before Christmas
The importance of support systems during difficult times
Humorous and light-hearted approach to dealing with awkward situations
Reflections on the lessons learned from awkward moments and misadventures
Practical tips for handling elevator emergencies
Give your favorite Firefighter a hug today!
Tips for Elevator Emergencies:
Stay Calm: Panic doesn’t help. Take deep breaths and assess your situation.
Use the Emergency Phone: Don’t hesitate to call for help. Firefighters are there to assist you.
Conserve Phone Battery: Make one or two essential calls if your phone battery is low.
Stay Put: Don’t try to force the doors open. Wait for professional help.
Have a Backup Plan: Always carry a portable charger and memorize important phone numbers.
Connect with Us:
Share your awkward stories (Anonymously – or Not!) in writing or by voicemail at Awkward Sage Media
Join our Cult of Awkwardness on Facebook – We want to get awkward with you! Facebook Group
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee
Get a discount on your Monk Manual at Monk Manual using the code AWKWARD.
Remember to click follow wherever you listen to your podcasts and join us next time for another episode filled with laughter, insights, and unexpected twists. You may be awkward, but you are definitely not alone.

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 awkward moments in social interactions and relationships.
- Personal anecdotes about embarrassing experiences, particularly in public restrooms.
- The dynamics of young love and summer romances.
- Lane's story of her summer relationship with Tristan and its emotional ups and downs.
- The impact of personal growth and changing life paths on relationships.
- The challenges of maintaining communication in long-distance relationships.
- The emotional turmoil of experiencing a breakup for the first time.
- The importance of support systems, such as friends and family, during difficult times.
- The humorous and light-hearted approach to dealing with awkward situations.
- Reflections on the lessons learned from awkward moments and heartbreaks.
 
Connect with Us:
Share your awkward stories (Anonymously – or Not!) in writing or by voice mail at https://www.awkwardsagemedia.com/show/well-that-was-awkward-podcast/about/
Join our Cult of Awkwardness on Facebook -- We want to get awkward with you! https://www.facebook.com/groups/wellthatwasawkward
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee
Get a discount on your Monk Manual at Monk Manual using the code AWKWARD.
Remember to click follow wherever you listen to your podcasts and join us next time for another episode filled with laughter, insights, and unexpected twists. You may be awkward, but you are definitely not alone.
Links & Mentions
 
Here are a few  mentions with timestamps arranged by topic:
 
 Tools and Concepts
- Do Not Disturb Cards for Restrooms: "03:17"
- Snapchat: "16:25"
- Tinder: "00:24:12"
- UPS: "00:26:36"
- Monk Manual Planner: "00:27:21"
 
 Music and Artists
- "You Know I'm No Good" by Amy Winehouse: "12:53"
- "Valerie" by Amy Winehouse: "12:58"
- "August" by Taylor Swift: "13:10"
 

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 academic triumphs
Listener Stories:
Swimsuit Malfunction: A listener shares her cringe-worthy beach experience with a wardrobe malfunction.
Ted’s High School Saga: From being a nerdy middle schooler to a cool high school senior, Teddy's journey involves babysitting for weed, high times behind the rock, and an unforgettable calculus class.
Special Thanks to Mendy St. Ours and Gabe Gavin for creating the three reggae songs we used to illustrate Teddy’s epic awkward moment! For more music by Gabe, visit: https://www.facebook.com/bhaktiboyz and Check Out BhaktiBoyz on Spotify and Bandcamp!
If you want more music from Mendy, we trade jingles for awkward stories.
P.S. If you wanna see a clip from  Mendy’s standup set mentioned in this episode, here’s the link! https://youtu.be/__ITGNNO5lw.
Special thanks, also to Mr. *****, my Latin teacher. If you read this, here's a note for you:
Gratias tibi ago quod eximium linguae Latinae doctorem, ac semper me deligendis ut numero 3 respondeas!
(Any mistakes in this are due to my own poor study habits, and are not reflective of his teaching!)
Connect with Us:
Share your awkward stories (Anonymously – or Not!) in writing or by voice mail at https://www.awkwardsagemedia.com/show/well-that-was-awkward-podcast/about/
Join our Cult of Awkwardness on Facebook -- We want to get awkward with you! https://www.facebook.com/groups/wellthatwasawkward
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee
Get a discount on your Monk Manual at Monk Manual using the code AWKWARD.
Remember to click follow wherever you listen to your podcasts and join us next time for another episode filled with laughter, insights, and unexpected twists. You may be awkward, but you are definitely not alone.

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 coffee, here’s the non-typoed link: Link
George Steele's Awkward Date: From a boring start to a fiery end, this southern adventure is filled with unexpected twists.
Takeaways:
Embrace the awkward; it makes for the best stories.
Sometimes, even the most boring dates can have a surprising twist.
A memorable date doesn't always mean a perfect date.
Get better at Seggs.
Connect with Us:
Share your awkward stories (Anonymously – or Not!) in writing or by voice mail at Awkward Sage Media.
Join our Cult of Awkwardness on Facebook – We want to get awkward with you! Join Here.
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee.
Get a discount on your Monk Manual at Monk Manual using the code AWKWARD.
Let’s make it less awkward - follow and leave a ⭐️⭐️⭐️⭐️⭐️  review wherever you catch your pods!
Fact Checking Section:
1. The History of Budapest
2. Savannah Department of Tourism
3. Love at First Fright -- The Roller Coaster Study
4. Why Horror Movies Turn Me On

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 Bodo’s Bagels involving a compliment gone wrong.
Sock it to me: A call back to the infamous vibrator episode, with a listener sharing their own awkward parent encounter.
Classroom Confessions: An elementary school art teacher finds her underwear in the most unexpected place.
Celebrity Yoga Class: Russell shares his unforgettable experience practicing yoga alongside Willem Dafoe and Mike D. **See footnote for a  special follow up to this story
Heroic Coffee Cup Rescue: Denise tells her story of mistaking a coffee cup crisis for an emergency.
Returning Red Clogs: Kayla’s lighthearted request to get back her favorite shoes.
A Special Bonus Awkward moment…
* The Mike D. in Russell's story was probably Mike D., the Beastie Boy… Here’s an interview between THAT Mike D. and Eddie Stern, for your listening pleasure: https://www.youtube.com/watch?v=4JAWTRFIK7o
Highlighted Awkward Moments:
Mendy’s disdain for overly dramatic national anthem performances at July 4th events. (And yet, she couldn’t resist singing it!)
Bree accidentally got high before this recording session. This  interfered with her ability to comment cogently on anyone’s awkward moments. For that she apologizes… and next time she’ll read the box more carefully.
Takeaways:
Embrace awkward moments; they make for the best stories.
Always double-check that CBD label.
Sometimes, you’re not alone in your awkwardness—listeners’ stories prove that we all have cringe-worthy moments.
Connect with Us:
Share your awkward stories (Anonymously – or Not!) in writing or by voice mail at https://www.awkwardsagemedia.com/show/well-that-was-awkward-podcast/about/
Join our Cult of Awkwardness on Facebook -- We want to get awkward with you! https://www.facebook.com/groups/wellthatwasawkward
Follow us on Instagram: @awkwardsagemedia
Buy us a coffee and support this podcast at Buy Me a Coffee
Get a discount on your Monk Manual at Monk Manual using the code AWKWARD.
Remember to click follow wherever you listen to your podcasts and join us next time for another episode filled with laughter, insights, and unexpected twists. You may be awkward, but you are definitely not alone.
Mentioned in This Episode:
Bodo’s Bagels
The Finding Harmony Podcast
One Simple Thing by Eddie Stern
Movies: Born on the 4th of July, Poor Things
Famous Figures: Willem Dafoe, Mike D