Making Sense of AI 2gether: She dated 7 Character AI boyfriends... Here's what she learned — We break it down with Mashable's Rebecca Ruiz

12/12/2025 42 min
Making Sense of AI 2gether: She dated 7 Character AI boyfriends... Here's what she learned — We break it down with Mashable's Rebecca Ruiz

Listen "Making Sense of AI 2gether: She dated 7 Character AI boyfriends... Here's what she learned — We break it down with Mashable's Rebecca Ruiz"

Episode Synopsis

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




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