Well, That Was Awkward

Jan 02 2025 26 ep. 28 mins 27
Well, That Was Awkward Podcast artwork

Awkward stories, big laughs, (pretty much) zero judgment. Join Mendy and Bree, your utterly unqualified awkwardness experts, as they unpack hilarious, cringeworthy moments from people like you. Get ready to say ”Oh noooo!” out loud, then secretly feel better about your own life.

  Comedy  Education
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How to Cheat on Your Hairdresser (and Handle Awkward Encounters Like a Pro)

Jan 02 2025 9 mins  
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: Men

Grandma Got Run Over By A Casserole: Awkward Christmas Stories

Dec 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

BONUS: Well, That Was Awkward: The Game You Didn’t Know You Needed

Dec 12 2024 2 mins  
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 w

A Very Awkward Holiday: When Gifting Goes Wrong

Dec 05 2024 39 mins  
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’

Heartbreak on the L Train: When Love Goes from Dreamy to Disastrous

Nov 21 2024 39 mins  
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,

From Big Hair to Breakups: The Ultimate 80s Awkward Story

Nov 07 2024 31 mins  
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

Only Neighbors – Too Close for Comfort

Oct 24 2024 37 mins  
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 wa

Vacation Mode: Corrupting Canadians, Crockpot Weed, Zoom Moonings and More!

Oct 10 2024 34 mins  
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 m

We Made It Awkward With An Expert: Dr. Jim Coan

Sep 26 2024 40 mins  
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

Stranded in Spain: When Love Goes Off the Rails

Sep 12 2024 35 mins  
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.