While talking about the prison system with Kristen, Kail describes her experience of staying in a holding cell as a minor. Kristen sheds light on horrible inmate treatment and explores what could be done to help the problems plaguing the justice system. They also discuss gender roles and how many men "weaponize incompetence" to avoid responsibility. And in a new segment, Kail reads dating profile bios which causes Kristen to remember a traumatic interaction with a man on a dating site that calls himself the Cheeseman.

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