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She dated 7 Character AI boyfriends... Here's what she learned — We break it down with Mashable's Rebecca Ruiz episode artwork

EPISODE · Dec 12, 2025 · 42 MIN

She dated 7 Character AI boyfriends... Here's what she learned — We break it down with Mashable's Rebecca Ruiz

from Making Sense of AI 2gether

In this eye-opening episode of Making Sense of AI 2gether, Claudine Wong and Lisa Bernard dive into one of the most complicated, controversial corners of AI: romantic relationships with chatbots. Our guest, Rebecca Ruiz, a senior reporter at Mashable, spent months “dating” seven Character AI boyfriends — including the platform’s notorious “bad boys” — to understand why millions of people (especially teen girls and young women) are forming emotional, sometimes toxic attachments to AI companions. Guest Bio : Rebecca Ruiz – Senior Reporter, Mashable Key Topics Covered - Why millions of people are forming emotional relationships with AI - How Character AI’s “bad boy” genre pulls in younger users - The psychology behind validation, jealousy, and control - And more… Connect With Us Claudine Wong: Facebook: ClaudineWongKTVU Instagram: ClaudineWongKTVU TikTok: ClaudineKTVU YouTube: ClaudineWong Lisa Bernard: Instagram: @demystifyai Learn more about your ad choices. Visit podcastchoices.com/adchoices

What this episode covers

In this eye-opening episode of Making Sense of AI 2gether, Claudine Wong and Lisa Bernard dive into one of the most complicated, controversial corners of AI: romantic relationships with chatbots. Our guest, Rebecca Ruiz, a senior reporter at Mashable, spent months “dating” seven Character AI boyfriends — including the platform’s notorious “bad boys” — to understand why millions of people (especially teen girls and young women) are forming emotional, sometimes toxic attachments to AI companions. Guest Bio : Rebecca Ruiz – Senior Reporter, Mashable Key Topics Covered - Why millions of people are forming emotional relationships with AI - How Character AI’s “bad boy” genre pulls in younger users - The psychology behind validation, jealousy, and control - And more… Connect With Us Claudine Wong: Facebook: ClaudineWongKTVU Instagram: ClaudineWongKTVU TikTok: ClaudineKTVU YouTube: ClaudineWong Lisa Bernard: Instagram: @demystifyai Learn more about your ad choices. Visit podcastchoices.com/adchoices

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She dated 7 Character AI boyfriends... Here's what she learned — We break it down with Mashable's Rebecca Ruiz

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Frequently Asked Questions

How long is this episode of Making Sense of AI 2gether?

This episode is 42 minutes long.

When was this Making Sense of AI 2gether episode published?

This episode was published on December 12, 2025.

What is this episode about?

In this eye-opening episode of Making Sense of AI 2gether, Claudine Wong and Lisa Bernard dive into one of the most complicated, controversial corners of AI: romantic relationships with chatbots. Our guest, Rebecca Ruiz, a senior reporter at...

Can I download this Making Sense of AI 2gether episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
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