19. too much trauma dumping? ("I'm Glad My Mom Died" + MORE)

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37. I read my former boss's spicy book (STRANGE BEDFELLOWS) 54 min · 10 Sep 2026

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Recorded23 Apr 2026

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Stephen LaConte is the managing editor of Clickhole and the author of the advice column Stephen, Please. He's also the boyfriend of hyper-realistic cake creator Jonny Cakes, who refers to him (respectfully) as Cake Twink. Stephen shares 2 memoirs and a play that will make you laugh, cry, and question whether children should ever be actors. sign up for Stephen's advice column: https://stephen.substack.com/ follow Stephen on Instagram: https://www.instagram.com/stephenlc/ for the ad-free, extended version of this episode, sign up for the Shoulda Books Patreon: https://www.patreon.com/cw/ShouldaBooks books discussed below. these are affiliate links for bookshop.org. by purchasing books through these links, you support local bookstores, and I earn a (very small) commission. Bossypants by Tina Fey https://bookshop.org/a/120498/9780316056878 I'm Glad My Mom Died by Jeanette McCurdy https://bookshop.org/a/120498/9781982185831 Our Town by Thornton Wilder https://bookshop.org/a/120498/9780063003996 join the Shoulda Book Club on Fable: https://fable.co/club/the-shoulda-book-club-with-shoulda-books-225140024638?brid=yapSJjJ6zqETOwu3XngDDw this month, we're reading Never Let Me Go by Kazuo Ishiguro https://bookshop.org/a/120498/9781400078776 follow Shoulda Books on Instagram: https://www.instagram.com/shouldabooks/ follow Shoulda Books on TikTok: https://www.tiktok.com/@shouldabooks follow Jonathan on Instagram: https://www.instagram.com/jf.kirk/?hl=en Shoulda Books theme song by Skyler Klingenberg

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“What did the council decide on item 42?” — answered with the speaker and the moment.