The Grammy Awards are supposed to be a night of celebrating musical excellence, honoring the best of the best, and delivering jaw-dropping performances. But the 2025 Grammys proved that for every iconic moment, there’s an equal (if not greater) amount of pure, unfiltered cringe.
From fashion choices that made us question reality to awkward red-carpet interviews, the night of the Grammy’s turned into a mix of super chaotic and baffling decisions. So, in honor of those head-scratching, secondhand embarrassment-inducing moments, here are the top 10 things we really wish we could unsee.
10. Taylor Swift avoids Kanye West
Taylor Swift, who was nominated for six awards at this year’s Grammy made headlines for narrowly avoiding an awkward run-in with rap mogul Kanye West. Considering how the duo have been silently feuding since the 2009 Video Music Awards, where West interrupted Swift’s acceptance speech to praise Beyoncé, the two singers avoided interacting with each other.
According to E! Online, Kanye West attended the award show alongside his wife Bianca Censori before Taylor Swift eventually stepped out on the red carpet. But despite being in close proximity, the duo strategically avoided being face-to-face, especially since Swift previously admitted that she still feels some bad blood.
Believe it or not, the stealthy avoidance was quite awkward—well, maybe not as cringe as their interaction might have been.
9. Babyface ditched Grammys red-carpet interview
Hands down, Babyface had the most awkward moment on the red carpet while attending the 2025 Grammy Awards at the Crypto.com Arena in Los Angeles. Approached by the Associated Press reporters for an interview, the artist was met with severe disrespect as the interviewers became distracted by Chappell Roan.
Well, according to EW, what happened was, after Associated Press reporters approached Babyface for some questions and the singer began framing an answer for them, the interviewers got distracted by Chappell Roan’s appearance. So, while he was thoughtfully formulating an answer to a question for the outlet, the reporters cut him off to shout at Roan, “Go do that.”
Wow! The sheer disrespect and disregard for Babyface seem baffling. Well, although the reporters later apologized for their behavior as the singer walked away mid-interview, what’s done is done. It forever got etched in the history of the most cringe-worthy interviews of all time.
8. Trevor Noah’s fifth time wasn’t much of a charm
While it’s not an easy job to host the biggest night of the music industry—with hundreds attending the event and millions watching from home—Trevor Noah did it well the last four times. But much like critics had predicted, the comedian’s fifth time became a major disaster amid repetitions and lack of balance.
Taking to social media, netizens thus expressed their frustration over how Trevor Noah’s jokes fell flat at the event (via X). So it seems that while Noah’s hosting wasn’t that big of a cringe moment, according to fans, it could have been avoided by hiring someone new.
7. Chappell Roan gives everyone anxiety by sending clowns
Hope no one watching the Grammy’s had coulrophobia, because Chappell Roan’s performance was one hell of a scare. Performing her Pink Pony Club on stage, joined by dozens of rodeo clowns, Roan belted out the anthem. But while her talent undoubtedly deserved all the praise, it was the clowns that apparently gave everyone anxiety.
Later on, in addition to her show-stopping performance, as Chappell Roan won the Best New Artist award (via iHeart), she gave an inspiring speech while being unbothered by an unexpected wardrobe malfunction. Ok so everything that could have gone wrong surrounding Roan, went wrong.
6. Kanye West and Bianca Censori’s abrupt exit
Known for his eccentricities and over-the-top responses, Kanye West once again made headlines during the 2025 Grammy Awards, alongside his wife of two years, Bianca Censori. Following the rumors spreading through the internet, sources told Page Six how cops allegedly ushered the pair out after they were apparently gate crashing.
After clicking a few pictures, the couple was spotted leaving Crypto.com Arena and getting into a silver chrome car. However, later on, sources told Variety that West and Censori weren’t kicked out, instead they “walked the carpet, got in his car, and left”. Well, this is the classic ‘what were they thinking’ moment.
5. The Weeknd’s WTF performance after boycotting Grammys
According to Rolling Stone, back in 2021, The Weeknd had made a public statement announcing that he would be boycotting the Grammy Awards. Frustrated with how his album After Hours was snubbed at that year’s ceremony, after both the album and its lead single Blinding Lights, topped the charts all year, the singer had made the decision.
However, at the 2025 Grammy Awards, The Weeknd popped up for a surprise performance of Cry for Me and Timeless. So much for his pledge! Anyway, while the singer’s appearance provided the Recording Academy a much-needed touch of transparency and an opportunity to boast about their diversity initiatives, his performance seemed just off.
The musician could have simply stayed true to his words and avoided the event—instead, he chose to appear and almost torture people with his dark and brooding performance, lined with aggressive strobes, and dancers in red bodysuits. While it was a great idea in theory, the execution was truly head-scratching.
4. Taylor Swift and Charlie XCX meet at the Grammys
Despite being former friends, Charli XCX’s rumored feud with Taylor Swift is one of the most heated squabbles in recent pop history. Dating back to 2019, after the 32-year-old made some remarks about Swift’s crowds on tour, it started the whole feud. Thereafter, as Swift began dating The 1975’s frontman, Matty Healy, the duo’s feud went out of hand.
Charlie XCX even released a track Sympathy is a Knife, which alluded to her relationship with Taylor. Moving onwards although the 32-year-old debunked her feud with Swift (via Cosmopolitan), they were never spotted together, until the 2025 Grammy Awards. Well, although they weren’t together as friends, they both attended the event.
Later on, Charlie XCX won a Grammy, while Swift was seated as a spectator. That’s called boiling drama! And it was quite different and uncomfortable to watch.
3. Bianca Censori’s mission to normalize nudity
In a complete WTF! Moment, Kanye West’s wife, Bianca Censori designed and wore a dress to the 2025 Grammys red carpet, that left little to the imagination. While Censori appeared at the event partially covered in an oversized coat, the real madness began after she got rid of that black coat.
According to Billboard, on the red carpet, Censori posed with her coat before making the full reveal. And boy oh boy, Censori needed to be censored! Appearing almost nude in the entirely see-through dress, that too without any undergarments, the fashion designer’s look left everyone shocked.
2. Julia Fox’s PG version of Bianca Censori’s outfit
Believe it or not, Bianca Censori’s almost nude outfit was enough for the day, but model and actress Julia Fox had no chill. Appearing at the Grammy Awards red carpet event, Fox layered her oversized leather jacket with a completely see-through top and skirt made out of stockings. And that look was reminiscent of Censori’s Grammy outfit (via Page Six).
Considering how Censori wore a completely see-through dress and even skipped underwear beneath it, Fox thankfully wore an exposed thong and completed the outfit with an eclectic mix of accessories, including yellow latex dish gloves. But overall, Fox’s outfit seemed like the PG version of Censori’s attire—neither of which will be out of our minds any time soon.
1. Jaden Smith’s residential headpiece
You must have heard the common phrase that says, people gotta have a head for fashion. Well, Jaden Smith seemed to have taken it quite literally. Son of Will and Jada Pinkett-Smith, thus turned heads when he walked the Grammy’s red carpet wearing a headpiece—even though he could barely turn his own.
According to The Daily Beast, Smith arrived with a diorama of a castle covering his head, with his face barely poking out of a circular hole. The headpiece was created by designer ABODI, which apparently cost $4,602.80. While Smith styled the custom house hat with a Louis Vuitton suit, the actor couldn’t escape trolling.
Screaming with confusion, people’s roasting went out of hand. Let’s just say the overwhelming majority of reactions were quite R-rated and we can’t post them here.
This post belongs to FandomWire and first appeared on FandomWire
