Episode 185: Worst Boyfriend Ever Read in NYC. I Was There.
The Cruel Philosophr · The Cruel Philosophr
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Show Notes
Worst Boyfriend Ever — one of Substack's most controversial and compelling writers — did a live reading in NYC, and I was there. I took the 2 train down to 14th Street on a Saturday night, something I haven't done solo in maybe a decade, and walked into a packed bar that was definitely not built for 120 people. WBE read offensive material while people walked out mid-reading in protest. He threw books at audience members. He didn't flinch once. What I left with wasn't just a recap of a wild night — it was clarity about the crowd I want to be around and what fearlessness actually looks like in practice.
Timestamps:
- 1:40 – Intro and call for ratings/reviews
- 3:06 – How I discovered Worst Boyfriend Ever on Substack
- 4:28 – Arriving at the bar, navigating to the reading space
- 8:27 – WBE takes the stage and reads chapter one
- 10:20 – People start walking out mid-reading; WBE starts throwing books
- 13:14 – Danny Lee reads (the best reader of the night)
- 13:57 – The Indian girl reads from her phone
- 16:19 – The Amsterdam dude reads and works the crowd
- 17:49 – The Louis CK lookalike laughs at his own jokes
- 19:43 – WBE returns: "Why I Like Asian Girls" and "Why You Shouldn't Love Women"
- 20:52 – Closing thoughts on finding your crowd and overcoming fear
Links:
- Worst Boyfriend Ever on Substack: jamesguilty.substack.com
Contact: [email protected]
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