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Episode 97: We Read YOUR Embarrassing Dating Stories

Hosts: Kendahl Landreth & Jordan Myrick
Release Date: February 9, 2026

Episode Overview

In this laughter-filled, candid episode, comedians and couple Kendahl Landreth and Jordan Myrick read listener-submitted embarrassing dating stories and share their own cringe-worthy moments from their relationship pasts. Amidst the vulnerable and hilarious confessions, the pair reflect on the messiness of dating, heartbreak, polyamory hypotheticals, and the social expectations tied to break-ups. Blending signature irreverence and warmth, Kendahl and Jordan affirm that everyone has their own collection of dating disasters—and that humor and community help us get through them.

Key Discussion Points & Insights

1. Yearly Resolutions, Tough Starts, and Life Updates (00:35–16:18)

• New Year’s High Hopes: Kendahl and Jordan discuss how every year feels like a new beginning, noting that while 2025 was tough, 2026 is already feeling better—despite some turbulent events.
• Health Hurdles: Jordan recounts their recent sinus balloon surgery and the unexpectedly rough recovery, joking about how doctors always underplay pain as merely "uncomfortable."
  • Notable quote:
    Jordan (03:12): “They said in three days you’ll be feeling better…I thought that meant in three days you’ll feel fully better, which, once again, that’s never what it means.”
• Moving Mishaps: The duo share about almost moving into a new home, only to have the deal canceled last minute due to a bizarre HOA balcony regulation—which led to the stressful process of undoing their almost-move.
• Family Loss: Jordan shares news of their grandmother’s passing and the bittersweet support received from friends.
• Community Focus: They highlight the work of Hollywood Food Coalition and the legacy of Ms. Shirley from Beauty 2 the Streets, emphasizing the importance of supporting local mutual aid in difficult times (15:55–18:56).

2. Navigating Polyamory and “Adding a Third” (06:11–10:47)

• Kendahl and Jordan playfully discuss (theoretically) bringing a third into their relationship, joking about requirements for anyone joining (“has to be a sexy, successful surgeon-comedian”) and how jealousy or dynamic disruptions can play out.
• Notable quote:
  Kendahl (09:24): “If I was choosing a third with you, you have to be like a really sexy, stand-up, successful, stand-up comedian-level funny surgeon.”

3. Embarrassing Medical/Relationship Moments (16:19–19:18)

• Doctors with Personality: Stories about their “cool and fun” dermatologist—leading to jokes about her eligibility as a third in their relationship.
• Embarrassing Body Talk: Multiple asides about the awkwardness of medical procedures, body anxieties, and the classic, “can you check if I have a fever?” debates between couples.

4. Listener-Submitted Embarrassing Dating Stories (19:21–53:15)

Highlights from Listener Stories

• Creepy Researcher (19:37): A date found videos of someone’s childhood home before they’d even met.
  • Kendahl (19:52): “What’s scary is that they told them they did that…Doing it, no harm, no foul, right?...It's the telling that's weird.”
  • Jordan (20:00): Admits to pre-date Googling and even binging an hour-long comedy panel starring Kendahl before their first meeting.
• Fainting During a Hookup (20:33): Someone passed out mid-hookup with a Tinder match, sparking stories from both hosts about fainting or falling asleep during sex.
  • Memorable exchange (21:53):
    Jordan: “Did I go unconscious and then fart immediately?”
    Kendahl: “Did you ask?”
    Jordan: “I didn’t.”
• Peeing in the Date’s Car (24:41): A listener peed their pants during a first date car ride.
  • Kendahl (25:27): "That's really rough. You pee the seat of their car, that's rough because now there’s a lot of logistics."
• DoorDashing as a Date (27:39): Someone's date took them along on a DoorDash shift. Jordan defends DoorDash hustlers, sharing it runs in their family.
• Getting Dumped at a Mexican Restaurant (29:24): Not only dumped, but realized they’d only ordered one tamale.
  • Jordan (29:56): “Dumping people in public is crazy.”
• Hosts’ Own Breakup Stories (From 30:03 on):
  • Jordan shares getting dumped over pasta after being cheated on.
  • Kendahl tells of breaking up with an older server they’d idolized and the bad breakups that can come from young, mismatched relationships (again, “never meet your heroes!”).
  • Both question whether breakups should ideally happen in person or over the phone, ultimately making a case for phone breakups for short-term relationships.
    • Kendahl (47:03): “Breaking up with someone over the phone is good…It’s extremely respectful to not try to waste someone’s time.”

Hosts’ Most Embarrassing Personal Moments

• Falling Asleep During Sex: Both admit they've nodded off during encounters, particularly when too high.
• First-Date Nerves: Kendahl describes holding a bowl of uneaten pasta for their entire first date due to nerves, with Jordan finally asking hours in, “Do you want to eat that?”

Notable Quotes & Moments (with Timestamps)

• Doctors & Underplaying Pain (03:12):
  Jordan: “They said in three days you’ll be feeling better…I thought that meant in three days you’ll feel fully better, which, once again, that’s never what it means.”
• Polyamory Auditions (09:24):
  Kendahl: “If I was choosing a third with you, you have to be like a really sexy, stand-up, successful, stand-up comedian-level funny surgeon.”
• Dating Failures Are Universal (24:41):
  Jordan: “All that to say is to this person who fainted mid-hookup with a random Tinder person, we've all been there, don't worry about it.”
• On Breakup Logistics (47:56):
  Jordan: “It’s better [to break up] because…I'm not going to make you take your whole evening so I can break up with you…People want to have righteous anger.”
• Famous Last Words (46:12):
  Kendahl: “In 10 years, I’m going to be so famous, and you’re going to regret this.”

Engaging/Relatable Reflections

• The hosts find common ground with listeners—everyone, no matter how confident, has embarrassing dating stories.
• They underline how important it is to approach breakups with kindness and efficiency, instead of “public dumping” or dragging out the process for closure.
• Both are honest about how hard it is to navigate jealousy and communication in non-traditional relationships, acknowledging they're “pair people” by nature, but embracing the curiosity.
• Ultimately, the sense of community—through shared stories and mutual support (as with the Hollywood Food Coalition)—serves as a recurring uplifting theme.

Key Timestamps for Important Segments

• Sinus Surgery Horror: 03:00–06:11
• Polyamory Discussion: 06:11–10:47
• Hollywood Food Coalition/Community Work: 15:55–18:56
• Start of Embarrassing Stories: 19:21
• Hosts’ Breakup Stories: 30:03–49:08
• First Date Anecdotes: 52:32–53:15

Tone and Language

Wry, irreverent, and unfiltered but always supportive, Kendahl and Jordan’s conversational style features lots of self-deprecating humor, a bit of playful bickering, and a real openness about queer dating, relationships, and the messiness of real life.

Closing Thoughts

Jordan and Kendahl reassure listeners that embarrassing moments and rough breakups are universal, and that humor—and sometimes oversharing on a podcast—are the best ways to process them. They remind everyone to support their community, show up for local mutual aid, and never order just one tamale on a date.

End of Episode Summary