18 Painfully Cringeworthy Celebrity Moments From This Year I Cannot Get Out Of My Brain

From red carpets to press tours promoting their upcoming projects, celebs were booked, busy, and sharing their two cents into microphones for a gooood chunk of this year. And if you're anything like me, you absolutely eat it up. Whether it's a podcast or a 20-minute episode of my favorite celebrity eating increasingly spicier wings and answering questions, I will be tuned in, you best believe.

Sometimes, though, things don't go according to plan and an embarrassing moment gets caught on camera (and, in turn, immortalized as a running gag on Twitter). From the most talked-about flops of the year to the ones I personally cannot get out of my brain, here are 18 of the most awkward celebrity interview moments of 2025:

1. When Allison Williams offhandedly mentioned having Botox as a guest on The Kelly Clarkson Show and caught Kelly staring at her forehead, trying to figure out if she'd gotten an injection there:

2. When Kim Kardashian highlighted just how financially out of touch she is on an episode of the Call Her Daddy podcast:

3. When these interviewers on the Grammy's red carpet rudely interrupted Babyface to try and talk to Chappell Roan instead:

4. When Hilaria and Alex Baldwin were asked about a second season of their reality show, The Baldwins, and seemingly gave us an episode's worth of drama all in one short interview:

5. When Kieran Culkin threw an interviewer's cue cards on the Golden Globes red carpet:

6. When Bobbi Althoff asked Nick Cannon to name all 12 of his kids, and it went about as well as you're thinking it did:

7. When Sydney Sweeney addressed her American Eagle jeans ad controversy in a GQ interview...which only stirred up even more controversy and backlash:

8. When Keira Knightley was caught laughing during a very-not-funny question about pushback from fans on her involvement in the Harry Potter audiobooks, considering author J.K. Rowling's consistent and harmful attacks on trans people:

9. The Handmaid's Tale star and executive producer, Elisabeth Moss, went on Jimmy Kimmel Live! and revealed that an anonymous crew member had requested a pair of custom underwear that she wore on the show...and Jimmy couldn't hide his visceral reaction:

10. When Law Roach was mid-interview on the Met Gala red carpet at the exact moment he realized Anna Sawai was wearing a nearly identical outfit to Zendaya, who he styled, and his live reaction was caught on camera:

For reference, here's Zendaya's look side-by-side with Anna's:

11. When Clairo reacted to a question on the Grammy's red carpet about the bisexual men of Brooklyn thinking they're her target audience:

12. When Julia Fox interrupted Marlon Wayans again...and again...and AGAIN when he was trying to answer a question about real men on a press tour for their movie, HIM:

13. When Jennifer Lopez was asked on Watch What Happens Live about Glee star Heather Morris's claims that Jennifer has excused people from auditions for her tour simply for being Virgos...and struggled to respond convincingly:

14. In May, Jennifer Hudson got called out online for blatantly not listening to Eddie Murphy's story on her talk show The Jennifer Hudson Show, where he discussed his son secretly marrying Martin Lawrence’s daughter:

15. When KATSEYE was gifted custom Labubus of themselves on the VMAs red carpet, and the reactions were...mixed, to say the least.

16. When an interviewer asked former New England Patriots coach Bill Belichick (73) about how he and his girlfriend, Jordon Hudson (24) met, and she made her opinion known immediately from off-camera:

17. When Vogue's Met Gala interviewers — Teyana Taylor and Ego Nwodim — seemingly didn't know quite what to ask well-known Bollywood actor Shah Rukh Khan, so designer Sabyasachi stepped in:

18. And finally, when Luenell not only brought up Pete Davidson's ex, Kim Kardashian, but also shot her shot with him on an episode of Everybody’s Live with John Mulaney:

Did we miss any? Let us know in the comments below!