Harry Styles Best 'Love on Tour' Moments: Advice, Proposals, More

A world without Harry Styles, we can’t imagine what that would be like! The singer kicked off his series of Love on Tour concerts in September 2021, and he’s been making headlines with his onstage antics ever since.

Fans definitely don’t need more of a reason to adore him, but Harry has proved that he’ll walk through fire for everyone who attends one of his live shows — or, at least, the ones who bring memorable signs. Every night, fans gather in front of the stage in the aptly named Watermelon and Cherry pits for a glimpse at the “Watermelon Sugar” crooner. While some throw sunflowers, others bring signs, some of which have caught Harry’s attention. Perhaps one of the most memorable signs being one that read: “Should I text him?”

Obviously, the One Direction alum then launched into some well-deserved dating advice to the crowd in Michigan, which was caught on video and shared via social media.

“I have a question: Is he nice to you?” Harry asked the fan during the September 2021 show. “In my opinion. If you should [text him], this isn’t even a question. If you’re wondering if we’re playing games? If you’re wondering, should I text him? Should I not text him? Can’t text him too soon. And now I’m thinking about double texting, that’s a whole risky business … It’s a whole thing. My personal opinion is that if there’s any sort of games, trash! Trash! Trash! Not for you!”

He’s since launched into a monologue about why a fans’ boyfriend should propose, participated in a pregnant fan’s gender reveal and sung “Happy Birthday” more than once. He’s even appeased a few returning concertgoers by adding the previously missing song “To Be So Lonely” to the setlist. Among all the dancing and singing during his shows, Harry — who has been on tour non-stop for years — has continuously thanked fans for their ongoing support, especially after returning to the stage after a year of no live shows in 2020 due to the COVID-19 pandemic.

If that isn’t enough, there have also been some famous faces in the audience throughout Love of Tour. Eagle-eyed fans spotted Joshua Bassett and Sabrina Carpenter at one of the New York City shows in 2021, while Harry also congratulated Halsey — who was in the crowd — while singing “Kiwi.” During the October 2021 concert, he changed to lyrics from “I’m having your baby” to “You just had a baby” while pointing at the singer.

Scroll through our gallery to see some of Harry’s best viral Love on Tour moments.

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Stalling the Show

“Do you need to go for a wee? You should go for a wee. I think we all agree it’s important Sion goes for a wee, don’t we?” Harry asked a pregnant concertgoer in Cardiff, Wales, in June 2023. “You know what I’m going to do this one time? You go for a wee, I’m going to stall.”

He added, “You won’t miss a thing if you hurry up,” before offering up name suggestions for the unborn child.

More Gender Reveals

“We’ve got a gender reveal! Are you sure you want to do this with all these people? Here we go! Are you ready to be shooketh, well and truly shooketh?” he said in a June 2023 show at Wembley Stadium in London before popping a balloon and confirming that the fan was having a girl. “Make some noise for Sicily everybody! We’re having a girl Wembley! I’m very excited.”

Love Life Advice

At a Germany show in May 2023, Harry offered relationship advice to a fan who admitted that their boyfriend had “cheated.” They got the singer’s attention with a sign that read, “Should I forgive him?”

Harry inquired, “Would you like to take this enquiry to the public?” before the crowd could be heard chanting, “Dump him,” repeatedly.

“You seem like a lovely person. I don’t need to know much, but you deserve better,” Harry concluded. “Do whatever makes you happy, OK?

Helping a Fan Come Out

At his Milwaukee show in November 2021, Harry assisted a fan come out to her mom, who was sitting in a different section of the arena.

“Do you want me to tell her?” he can be heard asking, in a video shared on social media. “I can tell her. Yeah, no problem, one second.”

Running over to the other side of the stage he yelled “Lisa, she’s gay!”

Time for a Proposal

One fan in Chicago held a sign that read: “Convince my boyfriend to propose.” Naturally, Harry asked tons of follow-up questions.

“Seven years, oh, I can’t help you. … What’s the hold up, Lucas? It’s a thing, you know, you love each other and you’re best friends,” the singer said during the September 2021 show. “Just do it. It’s fine, you don’t have to do it now, but she’s your best friend, just do it, you know what I mean? Just give her what she wants!”