Uncomfortable Confessions | Dark Mode 69
August 28, 2025
52 min
Full
143 of 165
August 28, 2025
Uncomfortable Confessions | Dark Mode 69
0:00 / 52:36
Excerpt playback isn’t available for this episode — use the full-episode link.
Search the Record
Moment search isn’t open for this episode yet
When it opens, you’ll be able to type any phrase and jump straight to the second it was said.
Theo Von Clips Episodes Around August 28, 2025
Episode 143 of 165 — walk the feed in the order it was published.
Uncomfortable Confessions | Dark Mode 69
Ranking Classic Sick Day Excuses—Which One Actually Works? | Dark Mode 72
Cartoon Shadiness, Childhood Snacks, and a $435 Giveaway?! | Dark Mode 75
Summary
We asked our viewers to share their most awkward, cringeworthy, and painfully honest confessions—and wow, they delivered. From oversharing to situations that still haunt them at 3 a.m., these stories are too good to miss. One even had us questioning everything. Did yours make it in? Let’s find out.
Win on a future episode:
1. Share your story here: https://form.typeform.com/to/nVy9pF5l
2. Comment below: What’s your uncomfortable confession?
Chapters
00: 00 Intro
00: 35 Today's Prompt
00: 52 Story #1 Old People Prison Break
03: 06 Story# 2 Wheelchair Wit
06: 32 Game #1 20 Questions
16: 10 Story #3 Pee Habit
19: 15 Story #4 Hemorrhoids Confession
23: 13 Game #2 20 Questions
31: 00 Story #5 DNA Sample
34: 06 Story #6 Missing Curtain
36: 54 Game #3
48: 04 Story of the Day
50: 05 How to Win In The Future?
Learn more about your ad choices. Visit megaphone.fm/adchoices
Episode details and artwork are published by the show’s own feed. Sentinel plays short cited excerpts and links every episode back to its publisher.