“Olivia Rodrigo’s Shocking Concert Gaffe: The Unbelievable Moment She Asked Her Brother to Kiss His Sister!”

We’ve all indulged in that lighthearted game of “siblings or dating,” right? You know, the one where you spot a couple who look suspiciously alike and can’t help but wonder if their DNA goes deeper than just a shared sense of style. It’s typically just playful banter, often leading to nothing more than a chuckle over their latest Instagram-worthy home renovation project. But what happens when that innocent game goes off the rails? Well, pop sensation Olivia Rodrigo found herself in that very scenario during her Guts World Tour in Sydney—awkwardly asking a young man to kiss his sister in front of thousands. Talk about a cringe-worthy moment! Let’s dive into the hilarious fallout of this unexpected family affair and Rodrigo’s rapid-fire attempt to backtrack—because sometimes, reality can be weirder than fiction! LEARN MORE.

Oh, go on, we’re all guilty of playing a bit of siblings or dating. You know, when a couple just look that little bit alike and you just can’t quite tell. I bet you went to school with at least a few loved-up pairs like that.

But usually, it’s just a harmless little game, something that goes no further than looking at their latest Instagram post showing off their ‘home reno’.

However, in a similar vein, it all went tits up when Olivia Rodrigo had to apologise to two siblings who ended up on a big screen during her Guts World Tour.

Pretty awkwardly for the ‘bad idea right?’ singer. She accidentally asked a lad to kiss his own sister in front of a packed-out arena in Sydney, Australia.

The pop star was left a little mortified. (Christopher Polk/Billboard via Getty Images)

Chatting to her crowd of fans, her camera panned across the audience as she told the pair: “Hi! Hell yeah – you guys are so cute!”

Rodrigo went on to say: “I have a huge and fun favour to ask, would you guys give us a kiss on the Guts cam?”

But the lad quickly shook his head, understandably likely to be mortified by the thought, as he shouted back: “She’s my sister!”

And obviously this led to absolute cringing for the 21-year-old pop star, whose hands flew up in shock.

“She’s your sister! Oh sh*t, Oh sh*t,” Rodrigo said. “Ok never mind, never mind, never mind, scrap that!

Not quite the kiss cam she was hoping for. (TikTok/@tjsant06)

“Oh F**k, wow, that hasn’t happened before – this is the first time. I’m actually surprised that that hasn’t happened.”

Walking back up to the main stage, cringing out, the ‘good 4 u’ singer admitted she felt ‘really bad’ for the whole scenario as she added: “We’re gonna forget that ever happened.”

The brother in question took it in his stride though, as he later posted a video of the whole exchange on TikTok.

Tom Santo wrote: “Olivia Rodrigo asking my sister and I to kiss was not on my 2024 bingo card.”

And evidently still a little hung up on the whole thing, Rodrigo wrote back: “I AM SO SORRY.”

But this only prompted Santo to shoot his shot with the star as he offered up a solution: “We can recreate the kiss cam if you would like!???”

Users commented on the clip to say they were there ‘and it was actually hilarious’ as another echoed: “I literally bursted out laughing at this last night.”