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Deep-ish
Sammy Stewart, Chelsey Porras
46 episodes
22 hours ago
Welcome to Deep-ish, where best friends Sammy and Chelsey sit down each week to dive into everything from the light and funny to the deep and meaningful. Whether we’re breaking down pop culture moments, sharing life’s unfiltered highs and lows, or getting real about topics most people shy away from, our goal is to inspire, entertain, and connect. This is a space where vulnerability meets humor and community. Join us as we laugh, cry, and navigate life together—one deep-ish conversation at a time.”
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All content for Deep-ish is the property of Sammy Stewart, Chelsey Porras and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Welcome to Deep-ish, where best friends Sammy and Chelsey sit down each week to dive into everything from the light and funny to the deep and meaningful. Whether we’re breaking down pop culture moments, sharing life’s unfiltered highs and lows, or getting real about topics most people shy away from, our goal is to inspire, entertain, and connect. This is a space where vulnerability meets humor and community. Join us as we laugh, cry, and navigate life together—one deep-ish conversation at a time.”
Show more...
Entertainment News
News
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The Things That Haunt Us.. Awkward, Erie, and Embarrassing Moments
Deep-ish
1 hour 18 minutes 12 seconds
2 weeks ago
The Things That Haunt Us.. Awkward, Erie, and Embarrassing Moments

In this Spooky Thursday episode of Deep-ish, Chelsey and Sammy read listener-submitted stories of awkward and embarrassing moments that still haunt them—from childhood confessions to cringe-worthy adult slip-ups. They also share their own haunted memories, reflect on high school drama, explore friendship dynamics, and talk about how therapy and self-awareness can help us laugh at (and heal from) our past.


🎃 Highlights Include:


  • Childhood thefts & embarrassing memories
  • Why audiobooks aren’t really reading (according to Sammy)
  • Listener submissions that will make you gasp & laugh
  • Honest convos about friendship dynamics and personal growth
  • Therapy, reflection, and healing from high school cruelty


🕒 Timestamps:
00:00 – Introduction and Greetings
00:19 – Halloween and Movie Talk
00:47 – Harry Potter and Family Traditions
01:59 – Binge-Watching and TV Shows
03:57 – Taylor Swift and Music Obsessions
12:56 – Embarrassing Moments and Regrets
19:34 – Childhood Memories and Confessions
27:10 – High School Rebellions
31:00 – Mother-Daughter Reflections
40:36 – Listener Submissions Introduction
40:42 – Texting Mishap: A Cringe-Worthy Moment
41:20 – Snapchat Slip-Ups: Avoiding Embarrassment
42:19 – Zoom Call Fails: Unmuted Performances
43:33 – Regrets and Reflections: Life's What-Ifs
46:20 – Awkward Confessions: Beatles and Beyond
47:11 – High School Cruelty: Haunted by Past Actions
48:21 – Deep Thoughts: Healing and Acceptance
52:17 – Book Talk: Spooky Reads and Romance
01:02:47 – Therapy and Personal Growth
01:08:22 – Friendship Dynamics: Friends of Friends
01:20:17 – Holiday Plans and Traditions

Deep-ish
Welcome to Deep-ish, where best friends Sammy and Chelsey sit down each week to dive into everything from the light and funny to the deep and meaningful. Whether we’re breaking down pop culture moments, sharing life’s unfiltered highs and lows, or getting real about topics most people shy away from, our goal is to inspire, entertain, and connect. This is a space where vulnerability meets humor and community. Join us as we laugh, cry, and navigate life together—one deep-ish conversation at a time.”