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.

• Why Mendy got certified as a PI (but never went full Veronica Mars)
• Finding a stolen car… twice
• True crime podcasts vs. real-life Facebook sleuthing
• The “Car Penis”: its origin story and unfortunate police discovery
• A heartfelt tribute to her neighborhood watch crew (feat. Jodi from Louisiana)
• The case of the brown-stained undies and the crumbling illusion of cool

💌 Call to Action:

Have you ever tried to impress someone… only to end up confessing ownership of something deeply regrettable in front of the police? We need your story. Send it in and maybe you’ll get to awkward-brag on the next episode.

• Share your own awkward story (Anonymously or not!) via the WTWA Form
• Leave us a voice memo on the WTWA Website
• Follow us on Instagram: @awkwardsagemedia
• Support the show at Buy Me A Coffee
• Save 10% on your Monk Manual at monkmanual.com/AWKWARD using code AWKWARD

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 awkward invitations and how to decline without spiraling into guilt
• Bree’s go-to “I don’t have the bandwidth” line (feel free to steal it)
• Mendy’s clever tactics to ghost unwanted social obligations
• Listener story: A 1985 misadventure involving two friends, some fishy decisions, and a misunderstood tree limb
• A bear scare that turns out to be snoring + nature = comic gold
• What not to pack in your tent (hint: it’s trout)
• Why you should never hike in bear country with nothing but colored pencils
• How Dana (imaginary bestie and part-time exotic dancer) would have handled it differently

Our Favorite Takeaway?

If you’re going to cook dinner in the woods, maybe don’t turn your tent into a trout-scented snack pack.

Listener Story Credit:

Thanks to “Andrew” (and “Gary”) for sharing your hilarious and oddly inspiring tale of wilderness survival, near-bear encounters, and post-strip-club camping.

Want to share your awkward story?

We love hearing from you. Email us your most awkward encounter at

wellthatwasawkwardpodcast@gmail.com

CTA:

If you laughed, cried, or opened a tin of sardines after listening to this episode, leave us a review, share the episode with your weirdest friend, and remember: you may be awkward, but you’re definitely not alone.

• Share your own awkward story (Anonymously or not!) via the WTWA Form
• Leave us a voice memo on the WTWA Website
• Follow us on Instagram: @awkwardsagemedia
• Support the show at Buy Me A Coffee
• Save 10% on your Monk Manual at monkmanual.com/AWKWARD using code AWKWARD

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.

In This Episode:

• Bree's existential closet musings: Why is her wedding photo tucked away next to old shoes?
• Why getting married at 22 might not have been her brightest decision, but, hey, it took!
• Bree’s swanky (but actually super sketchy) engagement party at the Plaza Hotel.
• The legendary appearance of Nikolai, the ex who crashed Bree’s ceremony in a clown nose.
• The epic "Linebacker-Hemingway Minister vs. Party Clown Ex" showdown at the after-party.
• The awkward and ultimately sweet moments that defined Bree's uniquely chaotic wedding.

Call to Action: Awkward wedding tales unite us all—what's yours? Send your wonderfully weird stories our way, and you just might hear them featured in a future episode!

• Share your own awkward story (Anonymously or not!) via the WTWA Form
• Leave us a voice memo on the WTWA Website
• Follow us on Instagram: @awkwardsagemedia
• Support the show at Buy Me A Coffee
• Save 10% on your Monk Manual at monkmanual.com/AWKWARD using code AWKWARD