From playing sets in pubs to selling out arenas, Lewis Capaldi’s career has grown on a massive scale in recent years — and the journey was all caught on camera.

Capaldi’s life forever changed thanks to his pained ballad "Someone You Loved," which was nominated Song Of The Year at the 2020 GRAMMYs and hit No. 1 on both the Billboard Hot 100 and UK Singles Chart in 2019. Four years after his breakout stardom, the singer is now poised to release his second album ​​Broken by Desire to be Heavenly Sent on May 19.

Before the album arrives, Capaldi gave an inside look into the process with a new Netflix documentary, Lewis Capaldi: How I'm Feeling. The intimate film takes viewers everywhere from the Scottish star’s childhood home to his late nights in the studio, with an emphasis on mental health struggles as his fame skyrocketed.

Balancing Capaldi's vulnerability with his wryness, the documentary has a lot to say about the acclaimed musician. As it hits Netflix on April 5, take a look at five takeaways from Lewis Capaldi: How I'm Feeling.

Lewis Is Proud Of His Scottish Heritage — And Outlook On Life

Early on in the documentary, Capaldi acknowledges his family and Scottish heritage during a drive through Whitburn, his hometown. He's come to love where he's from, though touring makes it impossible for him to stay at home for long.

"I do love the fact that I am a Scottish person, and I like the patter that people have," he said. "I do like the mindset of realists everyone just stays on that level of like, 'Let's give this a go and we'll probably f— it up, but we'll have a good time.'"

This lighthearted mentality is clear throughout the documentary, which highlights Capaldi's natural comedic talent. Even when Capaldi is struggling with imposter syndrome or anxiety, he manages to find hope in his art and loved ones. Director Jon Pearlman excellently captures Capaldi's personality and self-deprecating demeanor — and of course, all with his thick Scottish accent.

His Parents Give Him Tough Love

"It's s—," Capaldi's father, Mark, said, agreeing with the singer’s mother, Carol, after Capaldi asked for song feedback. "You asked me my opinion, so I'll give it to you."

The documentary often frames Capaldi's parents to be big on tough love, unflinchingly sharing their sarcasm or cutting honesty. But their care and pride for their son are heartwarming above all else. Mark drove Capaldi to gigs around town when Capaldi first picked up his guitar, and Carol frequently expresses worry about her son's rising fame: "I don’t want him to change. I don’t want us to change. It wouldn’t be worth it."

How I'm Feeling shows Capaldi returning home due to the pandemic, capturing his family dynamic on screen (along with clips of the star completing his everyday chores from feeding the dog to folding laundry). The documentary flips through Capaldi's family photo albums, portraying his early interests in music as well as sharing exclusive commentary on how the singer's parents helped him follow his passion.

His Single 'Bruises' Was A Career Turning Point Before 'Someone You Loved' Existed

"If only I could hold you, you'd keep my head from going under," Capaldi belts across a montage of old concert videos. Shown early on in the documentary, the tender lyric appears to foreshadow his future emotional struggles — but the song is also the impetus for his stardom.

His crushing 2017 single "Bruises," which Capaldi released independently, was boosted through Spotify's addition of the song to its popular New Music Friday playlist — which quickly helped him get signed to a branch of Universal Music Group in the same year.

"You see the smile on his face when the crowd sang back," his father said in the documentary. "We knew that's what he was going to do for the rest of his life."

The documentary portrays Capaldi's quick escalation to fame, but it also provides a look into more intimate songwriting sessions the musician has with fellow collaborators such as Dan Nigro, Amy Allen, Nick Atkinson, and Edd Holloway. From voice memos to iPad demos, it's evident Capaldi belongs in the studio and on stage.

He's Open About His Mental Health And Tourette's

How I’m Feeling zeroes in on the impact fame has had on Capaldi’s mental health, and details his anxiety pricking up after the global success of "Someone You Loved" — especially as he felt the pressure to craft another No. 1 hit.

Amid echoey vocals, shadowy crowds, and whining microphone feedback, the documentary captures the dizzying anxiety Capaldi felt — and sometimes still feels — when confronting his career. The singer opens up about his Tourette syndrome diagnosis, debilitating panic attacks, and fear of death.

"Is it worth it? Making you feel like this?" asks his concerned mother at one point in the documentary.

Yet, as How I’m Feeling shows, Capaldi has found ways to prioritize his well-being and still continue his musical career. He regularly attends therapy, takes his vitamins, and knows when to take time off; the documentary portrays how this re-energized approach to life allowed him to pour his full passion into Broken by Desire to be Heavenly Sent.

He Still Doesn't Understand How He’s Famous

"People started getting their phones out. Why are they all so interested in what we're doing?" Capaldi queried in a vertical video, recalling a casual night out on the town. "And then I remember: it's 'cause I'm f—ing famous."

Although he said the line with his signature wit, How I'm Feeling demonstrates how genuinely easy it is for Capaldi to forget about his celebrity status. On a more personal level, he still struggles to understand why people like him — even with billions of streams and millions of followers.

"I just don't get it, I don't get why people would turn up and see [me perform], but I'm eternally grateful," he said, laughing, "I love you, but I will never understand you."

In one part of the documentary, Capaldi recalls grabbing beers with Ed Sheeran and chatting about impostor syndrome. A little while later, the singer received an email from Sheeran’s close friend Elton John, who wrote a kind note of encouragement to remind Capaldi: “You write beautiful songs that resonate with millions.”

Even so, Capaldi modestly disregards the power of his "silly little songs," and How I’m Feeling hints that he may always be in that mindset, even if Broken by Desire to be Heavenly Sent proves to be another massive success. Whether he understands the fame or not, Capaldi’s story is a reminder that achieving your dreams may not always be easy — but if you stay true to yourself, you’ll find a way to keep your head above water.

British Singer Sam Fender On Getting A (Literal) Taste Of America And Why "Everyone Needs A F—ing Elton John"

While in a studio, Andrew Watt bounces off the walls. Just ask Mick Jagger, who once had to gently tell the 33-year-old, "Look, I can deal with this, but when you meet Ronnie and Keith, you have to dial it down a little bit."

Or ask Pearl Jam's Stone Gossard. "He really got the best out of [drummer] Matt [Cameron] just by being excited — literally jumping up and down and pumping his fist and running around," he tells GRAMMY.com.

As Watt's hot streak has burned on, reams have rightly been written about his ability to take a legacy act, reconnect them with their essence, and put a battery in their back. His efficacy can be seen at Music's Biggest Night: Ozzy Osbourne's Patient Number 9 won Best Rock Album at the 2023 GRAMMYs. At the last ceremony, the Rolling Stones were nominated for Best Rock Song, for Hackney Diamonds' opener "Angry."

On Pearl Jam's return to form, Dark Matter, due out April 19. Who was behind the desk? Take a wild guess.

"You want to see them live more than you want to listen to their albums, and they have the ability to look at each other and play and follow each other. I don't like my rock music any other way, as a listener," Watt tells GRAMMY.com. "All my favorite records are made like that — of people speeding up, slowing down, playing longer than they should."

As such, Watt had a lightbulb moment: to not record any demos, and have them write together in the room. "They're all playing different stuff, and it makes up what Pearl Jam is, and singer Eddie [Vedder] rides it like a wave."

If you're more of a pop listener, there's tons of Watt for you — he's worked with Justin Bieber ("Hit the Ground" from Purpose), Lana Del Rey ("Doin' Time" from Norman F—ing Rockwell) and much more. Read on for a breakdown of big name rockers who have worked with Andrew Watt.

Pearl Jam / Eddie Vedder

Watt didn't just produce Dark Matter; he also helmed Vedder's well-received third solo album, Earthling, from 2022. Watt plays guitar in Vedder's live backing band, known as the Earthlings — which also includes Josh Klinghoffer, who replaced John Frusciante in the Red Hot Chili Peppers for a stint.

The Rolling Stones

Dark Matter was a comeback for Pearl Jam, but Hackney Diamonds was really a comeback for the Stones. While it had a hater or two, the overwhelming consensus was that it was the Stones' best album in decades — maybe even since 1978's Some Girls.

"I hope what makes it fresh and modern comes down to the way it's mixed, with focus on low end and making sure the drums are big," Watt, who wore a different Stones shirt every day in the studio, has said about Hackney Diamonds. "But the record is recorded like a Stones album."

Where there are modern rock flourishes on Hackney Diamonds, "There's no click tracks. There's no gridding. There's no computer editing," he continued. "This s— is performed live and it speeds up and slows down. It's made to the f—ing heartbeat connection of Mick Jagger, Keith Richards, Ronnie Wood and Steve Jordan.

"And Charlie," Watt added, tipping a hat to Watts, who played on Hackney Diamonds but died before it came out. "When Charlie's on it."

Iggy Pop

Ever since he first picked up a mic and removed his shirt, the snapping junkyard dog of the Stooges has stayed relevant — as far as indie, alternative and punk music has been concerned.

But aside from bright spots like 2016's Josh Homme-produced Post Pop Depression, his late-career output has felt occasionally indulgent and enervated. The 11 songs on 2023's eclectic Watt-produced Every Loser, on the other hand, slap you in the face in 11 different ways.

"We would jam and make tracks and send them to Iggy, and he would like 'em and write to them or wouldn't like them and we'd do something else," Watt told Billboard. "It was very low pressure. We just kept making music until we felt like we had an album." (And as with Pearl Jam and Vedder's Earthlings band, Watt has rocked out onstage with Pop.

Ozzy Osbourne

You dropped your crown, O Prince of Darkness. When he hooked up with Watt, the original Black Sabbath frontman hadn't released any solo music since 2010's Scream; in 2017, Sabbath finally said goodbye after 49 years and 10 (!) singers.

On 2020's Ordinary Man and 2022's Patient Number 9, Watt reenergized Ozzy; even when he sounds his age, Ozz sounds resolute, defiant, spitting in the face of the Reaper. (A bittersweet aside: the late Taylor Hawkins appears on Patient Number 9, which was written and recorded in just four days.)

Maroon 5

Yeah, yeah, they're more of a pop-rock band, but they have guitars, bass and drums. (And if you're the type of rock fan who's neutral or hostile to the 5, you shouldn't be; Songs About Jane slaps.)

At any rate, Watt co-produced "Can't Leave You Alone," featuring Juice WRLD, from 2021's Jordi. Critics disparaged the album, but showed Watt's facility straddling the pop and rock worlds.

5 Seconds of Summer

When it comes to Andrew Watt, the Sydney pop-rockers — slightly more on the rock end than Maroon 5 and their ilk — are repeat customers. He produced a number of tracks for 5 Seconds of Summer, which spanned 2018's Youngblood, 2020's Calm and 2022's 5SOS5.

Regarding the former: Watt has cited Youngblood as one of the defining recording experiences of his life.

"I had started working with 5 Seconds of Summer, and a lot of people looked at them as a boy band, but they're not," Watt told Guitar Player. "They're all incredible musicians. They can all play every instrument. They love rock music. They can harmonize like skyrockets in flight. They just were making the wrong kind of music."

So Watt showed 5 Seconds of Summer a number of mainstays of the rock era, like Tears for Fears and the Police. The rest, as they say, is history.

Elton John

A year after Britney Spears was unshackled from her highly controversial conservatorship, it was time for a victory lap with the God of Glitter. What resulted was a curious little bauble, which became a megahit: "Hold Me Closer," a spin on "Tiny Dancer," "The One" and "Don't Go Breaking My Heart" that briefly launched Spears back into the stratosphere.

"Britney came in and she knew what she wanted to do," Watt recalled to The L.A. Times. "We sped up the song a little bit and she sang the verses in her falsetto, which harkens back to 'Toxic.' She was having a blast."

Blink-182

Watt has also worked with pop/punk heroes Blink-182 — but not after Tom DeLonge made his grand return. He produced "I Really Wish I Hated You" from 2019's Nine, back when Matt Skiba was in the band.

Where in the rock world will this tender-aged superproducer strike next? Watt knows.

Songbook: The Rolling Stones' Seven-Decade Journey To Hackney Diamonds

When the Backstreet Boys released "I Want It That Way" on April 12, 1999, they likely had no idea how beloved their smash hit would still be a quarter-century later.

Written by the Swedish powerhouse team of Andreas Carlsson and Max Martin, "I Want It That Way" is undoubtedly BSB's signature hit, particularly thanks to its memorable undulating melody and its long-debated cryptic meaning. But perhaps the most surprising part of the song's legacy is how it has resonated across genres — from a TikTok cover by Korn to a hip-hop sampling by Lil Uzi Vert.

As the Backstreet Boys celebrate the 25th anniversary of "I Want It That Way," take a look at how the song has been diversely covered, lovingly lampooned and karaoke jammed by an array of voices in the business.

Weird Al Yankovic (2003)

When the king of parody songs selects one to skewer, you know it's an iconic song. Weird Al Yankovic paid tribute to the largeness of the Backstreet Boys classic when he used "I Want It That Way" as the basis of a song called "eBay" in 2003.

Yankovic's chorus replaces the original's with, "A used pink bathrobe/ A rare mint snow globe/ A Smurf TV tray/ I bought on eBay." The Backstreet Boys send up appears on Yankovic's album Poodle Hat, which won Best Comedy Album at the 2004 GRAMMYs.

One Direction (2013)

Three years One Direction formed on "The X Factor," the five lads — Harry Styles, Zayn Malik, Niall Horan, Liam Payne and Louis Tomlinson — included a cover of "I Want It That Way" on their 2013 concert set lists, the young boy band paying homage to the ones that came before them. Though their English accents poked through at times, their version was loyal to the original, and got their crowds singing along.

"Glee" (2013)

Poking fun at the presumed rivalry between *NSYNC and Backstreet Boys, a medley of the former's "Bye Bye Bye" and "I Want It That Way" was featured in Season 4, Episode 16 of "Glee." In the episode — aptly titled "Feud" — choir director Mr. Schuester (Matthew Morrison) and glee club heartthrob Finn (Cory Monteith) face off in an epic boy band battle, which ultimately proved the groups' respective music was more cohesive than divisive.

Brittany Howard and Jim James (2016)

The lead singers of Alabama Shakes and My Morning Jacket covering a boy band classic. It doesn't sound real, but Brittany Howard and Jim James did just that in 2016 when they recorded "I Want It That Way" for an animated short cartoon called "A Love Story."

Released by the fast food chain Chipotle Mexican Grill, the clip was part of a creative campaign to showcase the company's focus on natural ingredients. Howard and James highlight the poignancy and versatility of the song by adding lush string arrangements and dramatic beats.

Backstreet Boys x Jimmy Fallon and The Roots (2018)

The 2018 live performance of "I Want It That Way" by the Backstreet Boys, Jimmy Fallon and The Roots for "The Tonight Show" is arguably the sweetest rendition of the song — and not just because they're using a mini xylophone, baby tambourine and other toy classroom instruments. It's even more endearing than the previous collaborations between Fallon and Backstreet Boys: a barbershop singing version of Sisqo's "Thong Song" and a "Bawkstreet Boys" version of "Everybody (Backstreet's Back)," with everyone dressed like fluffy birds.

The 1975 (2020)

British rockers The 1975 performed a fairly faithful cover of "I Want It That Way," hitting all the high notes at several of their 2023 world concert tour stops. But it's not the first time frontman Matty Healy has hinted at the Backstreet Boys' influence on his band: he told Pitchfork in 2020 that "College Dropout-era Kanye West meets Backstreet Boys" was part of their veritable moodboard at the time when working on their own song called "Tonight (I Wish I Was Your Boy)."

Lil Uzi Vert (2020)

In 2020, Lil Uzi Vert released a rap song called "That Way" that includes a refrain of "I want it that way" sung to the tune of the Backstreet original, but with an AutoTune twist. From there, the lyrics become quite a bit naughtier than anything the BSB guys have uttered in any song.

"I don't know how [the idea of] Backstreet Boys got involved in this song, I really don't," the song's producer Supah Mario told Splice at the time. "I think it was all Uzi. But it was a game changer."

The interpolation was so good, in fact, that Nick Carter even invited Lil Uzi Vert to collaborate: "Now you're gonna have to be featured on our next album bud," he tweeted upon the song's release.

Korn (2022)

Fans of Korn know that the nu metal band has a sense of humor, but few could've expected that Jonathan Davis and crew would post a TikTok of themselves singing "I Want It That Way" in 2022.

"I never wanna hear you say… 'Worst Is On Its Way,'" reads the caption on the post, a tongue-in-cheek reference to Korn's 2022 song of the same name.

Backstreet Boys responded on the app via a hilarious Duet video with Nick Carter. In the video, Carter — who sports fabulous metal eye makeup and a long silver wig — doesn't actually say or sing anything, he just drops his jaw in amazement.

Backstreet Boys x Downy (2022)

Downy hired the Backstreet Boys to poke fun at "I Want It That Way" with the now-viral "Tell Me Why" commercial in 2022. All five members — Nick Carter, Howie Dorough, Brian Littrell, AJ McLean and Kevin Richardson — appear as a Backstreet Boys poster on the wall that comes to life, using the "tell me why" hook of their hit to engage a woman doing laundry in a conversation about washing her clothes.

As Saatchi group account director Jen Brotman told Muse at the time, the nostalgic ad also spawned some memories for the folks working on the ad campaign.

"The moment [BSB] stood in front of the camera, they rehearsed 'I Want It That Way' just to get the notes right, and we felt like we were getting serenaded on set," Brotman recalled. "We couldn't believe how emotional we all got — there may or may not have been tears in some eyes. The song has always been a karaoke favorite of the team, so we knew which 'tell me whys' we wanted them to hit, and we still can't get it out of our heads."

Ed Sheeran (2023)

When he fancies singing a bit of karaoke, Ed Sheeran loves leaning on "I Want It That Way," as the star showed at his favorite Nashville bar in July 2023. A patron caught him on camera and his happiness level is undeniable when belting out this enduring pop classic.

As Sheeran told CBS News a few months later, he grew up on the pop hits of everyone from Backstreet Boys to Britney Spears. But what he said about "I Want It That Way" specifically may be the best way to describe its long-lasting impact: "You can't be in a bar, a couple of beers in, and 'I Want It That Way' comes on and not be like, 'This is a good song.' You can't."

24 Songs Turning 20: Listen To 2004's Bangers, From "Yeah!" To "Since U Been Gone"

Editor's Note: This is an update to a story from 2017.

Without heart-bursting, world-shifting love songs, music wouldn't be the same. There are countless classic and chart-topping hits dedicated to love, and several of them have won GRAMMYs.

We're not looking at tunes that merely deal with shades of love or dwell in heartbreak. We're talking out-and-out, no-holds-barred musical expressions of affection — the kind of love that leaves you wobbly at the knees.

No matter how you're celebrating Valentine's Day (or not), take a look at 18 odes to that feel-good, mushy-gushy love that have taken home golden gramophones over the years.

Frank Sinatra, "Strangers In The Night"

Record Of The Year / Best Vocal Performance, Male, 1967

Ol' Blue Eyes offers but a glimmer of hope for the single crowd on Valentine's Day, gently ruminating about exchanging glances with a stranger and sharing love before the night is through.

Willie Nelson, "Always On My Mind"

Best Country Vocal Performance, Male, 1983

In this cover, Nelson sings to the woman in his life, lamenting over those small things he should have said and done, but never took the time. Don't find yourself in the same position this Valentine's Day.

Lionel Richie, "Truly"

Best Pop Vocal Performance, Male, 1983

"Truly" embodies true dedication to a loved one, and it's delivered with sincerity from the king of '80s romantic pop — who gave life to the timeless love-song classics "Endless Love," "Still" and "Three Times A Lady."

Roy Orbison, "Oh, Pretty Woman"

Best Pop Vocal Performance, Male, 1991

Orbison captures the essence of encountering a lovely woman for the first time, and offers helpful one-liners such as "No one could look as good as you" and "I couldn't help but see … you look as lovely as can be." Single men, take notes.

Whitney Houston, "I Will Always Love You"

Record Of The Year, Best Pop Vocal Performance, Female, 1994

Houston passionately delivers a message of love, remembrance and forgiveness on her version of this song, which was written by country sweetheart Dolly Parton and first nominated for a GRAMMY in 1982.

Celine Dion, "My Heart Will Go On (Love Theme From Titanic)"  

Record Of The Year, Best Female Pop Vocal Performance, 1999

This omnipresent theme song from the 1997 film Titanic was propelled to the No. 1 spot on the Billboard Hot 100 as the story of Jack and Rose (played by Leonardo DiCaprio and GRAMMY winner Kate Winslet) swept the country.

Shania Twain, "You're Still The One"

Best Female Country Vocal Performance, Best Country Song, 1999

Co-written with producer and then-husband Mutt Lange, Twain speaks of beating the odds with love and perseverance in lyrics such as, "I'm so glad we made it/Look how far we've come my baby," offering a fresh coat of optimism for couples of all ages.

Usher & Alicia Keys, "My Boo"

Best R&B Performance By A Duo Or Group With Vocals, 2005

"There's always that one person that will always have your heart," sings Usher in this duet with Keys, taking the listener back to that special first love. The chemistry between the longtime friends makes this ode to “My Boo” even more heartfelt, and the love was still palpable even 20 years later when they performed it on the Super Bowl halftime show stage.

Bruno Mars, "Just The Way You Are"

Best Male Pop Vocal Performance, 2011

Dating advice from Bruno Mars: If you think someone is beautiful, you should tell them every day. Whether or not it got Mars a date for Valentine's Day, it did get him a No. 1 hit on the Billboard Hot 100.

Cee Lo Green & Melanie Fiona, "Fool For You" 

Best Traditional R&B Performance, 2012

It's a far cry from his previous GRAMMY-winning song, "F*** You," but "Fool For You" had us yearning for "that deep, that burning/ That amazing unconditional, inseparable love."

Justin Timberlake, "Pusher Love Girl" 

Best R&B Song, 2014

Timberlake is so high on the love drug he's "on the ceiling, baby." Timberlake co-wrote the track with James Fauntleroy, Jerome Harmon and Timbaland, and it's featured on his 2013 album The 20/20 Experience, which flew high to No. 1 on the Billboard 200.

Beyoncé & Jay-Z, "Drunk In Love"

Best R&B Performance / Best R&B Song, 2015

While "Drunk In Love" wasn't the first love song that won Beyoncé and Jay-Z a GRAMMY — they won two GRAMMYs for "Crazy In Love" in 2004 — it is certainly the sexiest. This quintessential 2010s bop from one of music's most formidable couples captures why their alliance set the world's hearts aflame (and so did their steamy GRAMMYs performance of it).

Ed Sheeran, "Thinking Out Loud"

Song Of The Year / Best Pop Solo Performance, 2016

Along with his abundant talent, Sheeran's boy-next-door charm is what rocketed him to the top of the pop ranks. And with swooning lyrics and a waltzing melody, "Thinking Out Loud" is proof that he's a modern-day monarch of the love song.

Lady Gaga & Bradley Cooper, "Shallow"

Best Pop Duo/Group Performance / Best Song Written For Visual Media, 2019

A Star is Born's cachet has gone up and down with its various remakes, but the 2018 iteration was a smash hit. Not only is that thanks to moving performances from Lady Gaga and Bradley Cooper, but particularly thanks to their impassioned, belt-along duet "Shallow."

H.E.R. & Daniel Caesar, "Best Part"

Best R&B Performance, 2019

"If life is a movie/ Know you're the best part." Who among us besotted hasn't felt their emotions so widescreen, so thunderous? Clearly, H.E.R. and Daniel Caesar have — and they poured that feeling into the GRAMMY-winning ballad "Best Part."

Kacey Musgraves, "Butterflies"

Best Country Solo Performance, 2019

As Musgraves' Album Of The Year-winning LP Golden Hour shows, the country-pop star can zoom in or out at will, capturing numberless truths about the human experience. With its starry-eyed lyrics and swirling production, "Butterflies" perfectly encapsulates the flutter in your stomach that love can often spark.

Dan + Shay & Justin Bieber, "10,000 Hours"

Best Country Duo/Group Performance, 2021

When country hook-meisters Dan + Shay teamed up with pop phenom Justin Bieber, their love song powers were unstoppable. With more than 1 billion Spotify streams alone, "10,000 Hours" has become far more than an ode to just their respective wives; it's an anthem for any lover.

Lovesick Or Sick Of Love: Listen To GRAMMY.com's Valentine's Day Playlist Featuring Taylor Swift, Doja Cat, Playboi Carti, Olivia Rodrigo, FKA Twigs & More

Britney Spears recently posted a message on Instagram that asserted she'd never return to the music business. She later deleted it, which could be taken as a sign that she hasn't made this big decision with such finality. But it was certainly an alarming statement to her diehard fans eagerly awaiting new music.

It's fair to hold out hope that Spears will want to be a public entertainer and recording artist again in some ways — after all, she did just release a memoir, The Woman in Me, in October, and the book reveals a healing woman. And, of course, she scored a worldwide hit in 2022 with Elton John in "Hold Me Closer." 

Even if she never releases another piece of music, Spears already has quite the legacy. Between five No. 1 singles on the Billboard Hot 100, six No. 1 albums on the Billboard 200, and a GRAMMY win, her mark on pop music is undeniable. Part of that impact is courtesy of "Toxic," the danceable smash that was released as a single in January 2004 (and won Spears her GRAMMY in 2005).

In honor of the 20th anniversary of "Toxic," GRAMMY.com surveyed the pop superstar's hits and deep cuts from 1998 to the present in order to break down some of the most essential tracks in Spears' catalog. Between beautiful ballads and brazen bops, let the reminiscing commence.

"...Baby, One More Time," ...Baby One More Time (1998)

Written and co-produced by powerhouse Swedish pop producer Max Martin — a frequent collaborator throughout Spears' career — the singer's debut single was rewarded with some of the highest honors of the music industry when she was just 17 years old.

"...Baby, One More Time" topped the Billboard Hot 100 chart and was nominated for Best Female Pop Vocal Performance at the 42nd GRAMMY Awards. It has since sold over 10 million copies, and to this day remains one of her defining hits. (And to think it almost wasn't hers: According to Yahoo! News Australia, the song was reportedly originally offered to the Backstreet Boys.)

The song's instantly meteoric success was undoubtedly catapulted by its memorable video, which sees Spears dance her way through private school halls in a (now iconic) skimpy uniform. Seeing it performed visually cemented her image as a young, belly-baring flirt with girl-next-door looks, approachable style and enviable dancing skills, an archetype that little girls everywhere wanted to emulate.

"Oops!... I Did It Again," Oops!... I Did It Again (2000)

Spears further played with her innocent image on "Oops!... I Did It Again," a sassy song that suggests suitors aren't exactly safe with their heart in her hands. It was nominated for Best Female Pop Vocal Performance at the 43rd GRAMMYs.

"I think I did it again," she sings at the top of the track. "I made you believe we're more than just friends." Spawning another classic video and another trademark look (this time, a red catsuit), "Oops" emphasized Spears' further pivot into naughtiness and had thousands learning her choreography in a pre-YouTube era. 

Another Max Martin and Rami Yacoub production, "Oops" stuck at No. 9 on the Billboard Hot 100, but the album of the same name debuted at No. 1 on the Billboard 200 and set first-week records for sales by a woman artist at the time with 1,319,913 copies sold.

"Lucky," Oops!... I Did It Again (2000)

"Lucky" is a peppy song with a sprinkle of sadness on top. Its titular character is a Hollywood girl who seems to have it all, but there's no one to share her success with, so she is lonely and cries at night. It was a poignant sentiment, given her fame at the time, and was re-examined by fans in recent years as she fought for freedom from her conservatorship overseen by her father, Jamie Spears.

While it didn't manage to break the top 20 of the Hot 100, "Lucky" has always been a fan favorite. The song did break through internationally, though, becoming a No. 1 hit in three European countries as well as on Europe's overall pop chart.

"Dear Diary," Oops!... I Did It Again (2000)

Spears has worked with a global roster of songwriters and producers over the years, but the Oops! ballad "Dear Diary" marked a special moment for the star: it was the first album cut that she co-wrote.

While Oops!... I Did It Again largely showed a maturing Spears, the innocence and sweetness of "Dear Diary" served as a reminder that she was still just a teenager in the beginning of her stardom. The track also seemingly gave her the confidence to co-write more of her songs, as she had a hand in writing almost half of 2001's Britney and almost all of 2003's In the Zone.

"I'm a Slave 4 U," Britney (2001)

Spears went rather gritty on the lead single to her third, self-titled album. While earlier singles may have had a sexy wink within their words, the lyrics of "I'm a Slave 4 U" took a deeper plunge into the erotic zone. "All you people look at me like I'm a little girl," she sings defensively. "Well, did you ever think it'd be okay for me to step into this world?"

Along with the racy lyrics, Spears' visual performances of the song — a music video depiction of a steamy basement club night and a VMA performance that included dancing with an Albino Burmese python around her neck — added more cultural moments to her repertoire. 

"Overprotected," Britney (2001)

Spears' massive fame made her an early paparazzi magnet and led her to be sheltered by her management, record label and family. These topics are addressed head-on over the soaring notes of "Overprotected."

"Say hello to the girl that I am/ You're gonna have to see through my perspective," she declares on the opening verse. "I need to make mistakes just to learn who I am/ And I don't wanna be so damn protected."

The anthem foreshadowed her future hit "Piece of Me" — and the struggle for independence she'd later fight for during her conservatorship — but ultimately showed that she isn't afraid to speak her mind and fight for what's hers.

"I'm Not a Girl, Not Yet a Woman," Britney (2001)

After two bold statements with Britney's first two singles ("I'm a Slave 4 U" and "Overprotected"), Spears pumped the brakes on the notion of her growing up too fast in the ballad "I'm Not a Girl, Not Yet a Woman." The song appeared on her third album, Britney, and in the soundtrack for the road trip dramedy Crossroads.

"There is no need to protect me," she sings powerfully on the track, which appears to mirror her experience in real life at that moment in time. "It's time that I/ Learn to face up to this on my own/ I've seen so much more than you know now/ So don't tell me to shut my eyes." 

"Toxic," In the Zone (2003)

"Toxic" is an uptempo whirlwind of sampled Bollywood strings and Swedish pop drama crafted by the popular dance pop producers Bloodshy & Avant. Another single that took on a life of its own visually, the video served up another set of iconic looks: the deadly assassin, the sparkly nude bodysuit and the perky flight attendant.

"Toxic" remains Spears' biggest hit as of press time, now certified six-times platinum by the RIAA and the only song with more than one billion streams on Spotify. It also won Spears her one GRAMMY, for Best Dance Recording at the 47th GRAMMY Awards.

And 20 years after its release as a single, "Toxic" has had remarkable staying power on the pop charts. As of 2023, the song appeared on the Hot 100 in three different incarnations: the original track and the mash-ups "Toxic Pony" by Altégo and "Toxic Las Vegas" by Jamieson Shaw. 

"Everytime," In the Zone (2003)

By this era of Spears' discography, fans were more than used to autotune and other processed treatments on her singing — but "Everytime" is Spears in a more vulnerable and unplugged state. Co-written by Spears, the slow, melancholic ballad hit even harder because it was released after her public breakup with Justin Timberlake.

Fans hadn't heard anything quite as sad from Spears in her career as the pining lyrics of the chorus on "Everytime": "And every time I try to fly I fall/ Without my wings/ I feel so small/ I guess I need you, baby." The song became a fan favorite for the rawness of her vocal delivery, and was also a personal favorite for Spears during her Las Vegas concert residency.

"Womanizer," Circus (2008)

Spears' father began his role as her conservator in February 2008. Seven months later, she released "Womanizer," the lead single to her sixth album, Circus — which proved that no one was going to hold her down.

"You say I'm crazy," she sneers on the chorus of the engine-roaring uptempo track, which pokes fun at recent troubles with her ex-husband Kevin Federline. "I got your crazy!" she adds, sarcastically.

While the song's message focused on telling off a, well, womanizer, its commercial success showed Spears' new conservatorship meant nothing for her staying power. "Womanizer" was her first No. 1 hit on the Billboard Hot 100 since "...Baby, One More Time" topped the chart in January 1999; it also earned Spears her seventh GRAMMY nomination, for Best Dance Recording at the 2010 GRAMMYs.

"If You Seek Amy," Circus (2008)

If the title to the sing-songy "If You Seek Amy" is said out loud, it sounds like a sexual proposition. And that's exactly what makes this Max Martin-produced track so enjoyable.

Despite everything she was experiencing in her personal life, it offered evidence that Spears still knew how to poke fun at her staying at the center of attention. It's a perfect time capsule to an era when she was most wanted by the paparazzi.

"Hold It Against Me," Femme Fatale (2011)

Spears' "Hold It Against Me" flips an old chauvinistic joke into girl power — another clever piece added to the singer's puzzle. After being objectified so much over the course of her career, this song was her bid to put an end to it.

"Hold It Against Me" continued Spears' late 2000s hot streak into the 2010s. It earned the singer her fourth No. 1 on the Hot 100, following the chart-topping success of "3," her cheeky ode to threesomes, in 2009. 

"Work B—," Britney Jean (2013)

Spears assumes a faux British accent for "Work B—," a bossy cut made for gyms or the club. "You want a hot body? You want a Bugatti? You want a Maserati?" she asks over an insistent beat. "You better work, b—… now get to work, b—!"

Shortly after the track was released in 2013, Spears told English talk show host Alan Carr that the song is a tribute to her gay male friends, with whom she uses the word b— playfully and affectionately as a term of endearment. It became both a gay club anthem and a top 20 hit on the Hot 100 chart, and the video revived interest in Spears' dancing chops.

"Slumber Party (feat. Tinashe), Glory (2016)

A slightly different sound for Spears compared to her pop and dance productions, "Slumber Party" features Tinashe with a lyrical cadence that is more in the R&B singer's realm. It's perhaps the Spears song with the most urban radio feel since "I'm a Slave 4 U."

Fans may also remember "Slumber Party" fondly for what was once a romantic reason: Spears' now ex-husband Sam Asghari was cast as the leading man in the lingerie-heavy music video; it's how they first met each other.

"Hold Me Closer" with Elton John, The Lockdown Sessions (2022)

What better way to celebrate a big feat than with a massive collaboration? Nine months after Spears' long-fought conservatorship was terminated, she dropped a team-up with none other than Sir Elton John.

The unexpected duo released "Hold Me Closer," a soaring duet that interpolates parts of John's beloved hits "Tiny Dancer," "Don't Go Breaking My Heart" and "The One" into a singular modern mix. And though Spears is more of a background vocalist, her first release in six years marked quite the comeback: "Hold Me Closer" topped the Billboard Adult Top 40 and the Hot Dance/Electronic Songs charts, and reached No. 6 on the Hot 100.

As of press time, "Hold Me Closer" is the last song that Spears has released to date. While it's possible that there may not be any more recordings to follow, it's also safe to say she has surprised the world more than once before.

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