> At a Glance
> – Jenny McCarthy, 53, called Craig Conover “feminine” for crying to ChatGPT about his split from Paige DeSorbo
> – The moment aired on the Jan. 7 episode of Watch What Happens Live
> – Conover, 36, and DeSorbo, 33, ended their three-year relationship in December 2024
> – Why it matters: McCarthy’s blunt take spotlights a growing debate about leaning on AI for heartbreak
Jenny McCarthy is drawing a hard line between getting advice from a bot and having a full-blown emotional chat with one.
McCarthy’s Verdict
When Andy Cohen asked for her reaction to Conover’s teary ChatGPT session, McCarthy didn’t hold back.
> Jenny McCarthy replied:
> “Well, first of all, the fact that he cries for ChatGPT, it’s a little bit – I don’t know – feminine?”
She doubled down, warning that bonding with your phone is a red flag.
> Jenny McCarthy added:
> “You can get advice from it, but when you’re having an emotional relationship with your phone … that’s what I call a red flag.”
The Breakup Timeline
| Event | Date | Source |
|---|---|---|
| Couple splits | December 2024 | DeSorbo on Giggly Squad |
| Conover posts | January 7, 2025 | Instagram Stories |
| McCarthy reacts | January 7, 2026 | Watch What Happens Live |
DeSorbo framed the breakup as mutual growth, saying:
> “I think it was just the right decision for both of us moving forward in our lives.”
Conover admitted the split blindsided him:
> “This has all been very, very unexpected to say the least … I guess I gotta start living again.”
Key Takeaways
- McCarthy labels emotional AI chats a relationship red flag
- Conover and DeSorbo ended amicably after three years
- The exchange fuels talk about tech’s role in heartbreak recovery
McCarthy’s swipe guarantees the AI-versus-human advice debate isn’t fading anytime soon.
