‘90s Heartthrobs: Then and Now—A Nostalgic Journey

The ‘90s gave us legendary heartthrobs—actors, singers, and bad boys who made our teenage hearts race. But where are they now? Spoiler: Most have aged like fine wine. Some are still ruling Hollywood, others took unexpected career turns, but one thing’s for sure—we still have a crush. Let’s catch up!

THEN: Usher – The R&B King of the Late ‘90s

Usher stole hearts and topped charts with his 1997 album My Way, launching him into R&B superstardom. His smooth voice and insane dance moves were unmatched.

Though his debut album dropped in 1994, it was hits like You Make Me Wanna…, Nice & Slow, and My Way that made him a household name.

Beyond music, Usher dipped into acting, appearing in late ‘90s films like The Faculty, She’s All That, and Light It Up. He was everywhere—and we loved it.

NOW: Usher – Still Running the R&B Game

Usher didn’t just maintain his success—he dominated the 2000s, releasing mega-hit albums like 8701, Confessions, and Here I Stand. His star power never faded.

Confessions was a cultural reset, selling 1.1 million copies in its first week. With hits like Yeah!, Burn, and My Boo, he was untouchable.

Even today, Usher remains a music legend. Whether headlining festivals, mentoring artists, or making fans swoon, one thing’s for sure—his reign never ended.

THEN: Joshua Jackson – The Lovable Sidekick Turned Leading Man

Joshua Jackson became a ‘90s heartthrob thanks to his role as Pacey Witter on Dawson’s Creek. The charming, witty best friend who actually got the girl? Iconic.

Before his days in Capeside, he was already winning hearts as Charlie Conway in The Mighty Ducks. His mix of humor and heart made him unforgettable.

He kept the teen drama momentum going with roles in Urban Legend and Cruel Intentions, proving he was more than just a sidekick—he was leading-man material.

NOW: Joshua Jackson – From Teen TV to Hollywood Heavyweight

Joshua’s career didn’t slow down after Dawson’s Creek. He starred in films like Cursed, Shutter, and One Week, even winning a Genie Award for his performance.

He made a huge impact on TV again as Peter Bishop in Fringe and later as Cole Lockhart in Showtime’s The Affair, solidifying his acting range.

Taking his talents to Broadway, he starred in Children of a Lesser God, earning a Drama League Award nomination. From teen crush to acclaimed actor—what a journey!

THEN: Freddie Prinze Jr. – The Ultimate Teen Crush

Freddie Prinze Jr. was the dream guy of every ‘90s teenager, thanks to She’s All That and I Know What You Did Last Summer. His boyish charm was irresistible.

He had the perfect mix of confidence and vulnerability, making every rom-com role feel like a personal love letter. Posters of him decorated teenage bedrooms everywhere.

Whether he was flashing his signature smirk or rocking that ‘90s middle-parted hairstyle, Freddie was the heartthrob everyone wanted to date—or at least slow dance with.

NOW: Freddie Prinze Jr. – From Movie Star to Master Chef

Freddie took an unexpected but delightful turn by swapping Hollywood scripts for cookbooks. His book Back to the Kitchen showed he was more than just a pretty face.

Married to fellow ‘90s icon Sarah Michelle Gellar, he’s living the ultimate nostalgia dream. His charm is still intact, proving heartthrobs can age like fine wine.

Though he’s stepped back from acting, his passion for food and family keeps him in the spotlight. Honestly, Freddie cooking dinner is still peak heartthrob behavior.

THEN: Keanu Reeves – The Action Hero We All Loved

Keanu Reeves owned the ‘90s with unforgettable roles in Speed and The Matrix. His mysterious, brooding vibe and jawline could make anyone weak in the knees.

Unlike other flashy stars, Keanu had an effortless coolness. He didn’t need to try hard to make people fall for him—it just happened naturally.

From action-packed scenes to thoughtful interviews, he quickly became Hollywood’s most intriguing leading man. Fans adored him, and every movie he starred in became an instant hit.

NOW: Keanu Reeves – The Ageless Legend

Keanu hasn’t just survived Hollywood—he’s thrived. From John Wick to indie projects, he’s still proving why he’s one of the most beloved actors of all time.

Somehow, he looks exactly the same. No one understands how he does it, but we’re convinced he has a deal with some supernatural anti-aging force.

Whether he’s kicking butt on-screen or humbly riding the subway in real life, Keanu continues to be the internet’s favorite wholesome celebrity. He’s a national treasure.

Paul Rudd – The Boy Next Door We All Wanted

Paul Rudd first stole hearts as Josh in Clueless. His laid-back, effortlessly charming personality made him the ultimate “nice guy” crush of the ‘90s.

He wasn’t just a pretty face—his comedic timing made him even more lovable. Whether on TV or in rom-coms, he was always a scene-stealer.

With his boyish grin and twinkling eyes, Paul had a timeless appeal. He wasn’t trying to be cool—he just naturally was, and we adored him for it.

Paul Rudd – The Immortal Superhero

Decades later, Paul Rudd is somehow still the same fresh-faced heartthrob. His role as Ant-Man proves that he’s mastered both superhero films and staying youthful.

Fans have long speculated about his secret to never aging. Whatever it is, he should bottle it up and sell it because we’d all buy it.

Whether he’s making us laugh in comedies or saving the world in Marvel movies, Paul remains a Hollywood staple. He’s the heartthrob that never fades.

George Clooney – The Silver Fox in Training

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Back in the ‘90s, George Clooney wasn’t just a heartthrob—he was the heartthrob. ER cemented his status as the doctor everyone wanted a check-up from.

His suave, confident demeanor made him Hollywood’s ultimate leading man. Even back then, it was clear that he was going to age like a fine whiskey.

Whether in a tuxedo or scrubs, Clooney had an effortless elegance. His charm was magnetic, and people simply couldn’t get enough of him.

NOW: George Clooney – Still Making Us Swoon

George has only gotten better with time. The salt-and-pepper hair, the iconic smile—he’s proof that heartthrobs don’t fade; they just get more refined.

Despite his superstar status, George remains one of the most likable celebrities. He’s still starring in major films while also dabbling in philanthropy.

Between acting, humanitarian work, and launching a tequila brand, George continues to impress. And yes, he’s still making people fall in love with him daily.

THEN: LL Cool J – Rapper, Actor, and Dreamboat

Young LL Cool J — Hip Hop Classic on Facebook

LL Cool J was a triple-threat: rapper, actor, and certified heartthrob. His smooth lyrics and undeniable stage presence made him one of the ‘90s’ biggest stars.

His role in In the House further proved he had on-screen charisma. Whether rapping or acting, LL always delivered with confidence and charm.

And let’s be real—his dimples alone could have won him a Grammy. His combination of talent, confidence, and good looks made him unforgettable.

NOW: LL Cool J – Cool as Ever

LL Cool J hasn’t slowed down one bit. He’s still acting, most notably in NCIS: Los Angeles, and he’s still just as charismatic as ever.

He also found success as a host of Lip Sync Battle, proving that his larger-than-life personality still captivates audiences. He’s as smooth as ever.

Whether he’s on-screen, on stage, or just casually looking flawless, LL remains a legend. Some people were simply born to be cool forever.

THEN: James Van Der Beek – The Teen Drama King

Back in the ‘90s, James Van Der Beek was the emotional heart of Dawson’s Creek. His portrayal of Dawson Leery made him a household name overnight.

With his dramatic monologues and signature blonde locks, James was the ultimate sensitive heartthrob. Teenage girls everywhere dreamed of being part of his love triangle.

His famous crying face meme? Iconic. But beyond that, he truly captured the essence of teenage angst, making Dawson’s Creek one of the most beloved shows.

NOW: James Van Der Beek – Still Working, Still Adorable

James has continued acting, landing roles in Pose and even playing a hilarious version of himself in Don’t Trust the B—- in Apartment 23.

He also portrayed DJ Diplo in the comedy series What Would Diplo Do?, proving that he has a self-aware sense of humor about his fame.

While he may not be Dawson anymore, James has embraced his career with charm and humor. And yes, he’s still just as adorable as ever.

THEN: Rider Strong – The Ultimate Bad Boy Best Friend

Rider Strong was the reason so many people watched Boy Meets World. His portrayal of Shawn Hunter made him the ultimate rebellious, misunderstood dreamboat.

With his wavy hair, flannel shirts, and tortured soul, Shawn was the perfect balance of troublemaker and loyal friend. Everyone had a crush on him.

Cory Matthews may have been the main character, but let’s be real—Shawn was the one we all secretly loved. He was effortlessly cool and completely lovable.

NOW: Rider Strong – From Teen Idol to Indie Filmmaker

Rider reprised his role as Shawn in Girl Meets World, much to the delight of nostalgic fans. Seeing him as “Uncle Shawn” felt surreal.

But he’s mostly been busy behind the camera, directing and writing short films with his brother. He’s found a new passion in storytelling.

Though he’s stepped away from acting, Rider will always be remembered as one of the ‘90s’ most beloved TV bad boys. And we wouldn’t have it any other way.

THEN: Will Smith – The Fresh Prince of Everyone’s Heart

Young Will Smith — History Lovers Club on Facebook

The Fresh Prince of Bel-Air wasn’t just a hit sitcom—it was the launchpad for Will Smith’s superstardom. His humor and charisma made him an instant icon.

He had everything: comedy chops, undeniable swagger, and a musical career that had everyone rapping along. Will could do it all, and he made it look easy.

By the late ‘90s, he had transitioned into blockbuster films like Men in Black and Independence Day, solidifying his place as Hollywood royalty.

NOW: Will Smith – A-List Actor and Family Man

Will is still one of Hollywood’s biggest stars, with an Oscar-winning performance in King Richard and a legendary career spanning decades.

Beyond acting, he’s a devoted husband to Jada Pinkett Smith and father to Jaden and Willow, both successful in their own right.

Despite some recent controversy (cough Oscars cough), Will remains one of the most beloved and bankable stars in the entertainment industry.

THEN: Ryan Phillippe – The Ultimate ‘90s Bad Boy

Ryan Phillippe’s role in Cruel Intentions cemented his status as the smoldering heartthrob of the late ‘90s. He was the guy everyone wanted but shouldn’t trust.

With his piercing blue eyes and effortlessly cool demeanor, Ryan was the embodiment of teen drama romance. He had the perfect balance of danger and charm.

Between I Know What You Did Last Summer and 54, he proved he could do more than just look good—he had real acting chops, too.

NOW: Ryan Phillippe – Still Handsome, Still Working

Ryan has continued acting in TV and film, starring in Shooter and Big Sky. He may not be in teen dramas anymore, but he’s still captivating.

He famously married and divorced Reese Witherspoon, with whom he shares two kids. Their co-parenting game remains strong despite their past relationship.

Though his career has had ups and downs, Ryan still commands attention on screen. And yes, he’s still just as ridiculously good-looking as ever.

THEN: Hugh Grant – The British Heartthrob of Rom-Coms

If you loved rom-coms in the ‘90s, then Hugh Grant was undoubtedly your dream guy. His roles in Four Weddings and a Funeral and Notting Hill defined the genre.

With his signature stammer and perfectly tousled hair, Hugh made awkwardly charming British men irresistible. He was effortlessly charming without even trying.

He wasn’t just a leading man—he was the leading man. Nobody could deliver a self-deprecating, bumbling monologue quite like Hugh Grant.

NOW: Hugh Grant – From Rom-Com King to Character Actor

Hugh took a break from romantic leads and reinvented himself as a versatile actor in films like Paddington 2 and The Undoing.

His performance in A Very English Scandal was a reminder that he’s more than just a charming face—he’s got serious acting chops.

Though he still has his signature British wit, Hugh has moved beyond the swoon-worthy roles of his past. But let’s be honest—he’ll always be our rom-com king.

THEN: Joseph Gordon-Levitt – The Indie Kid Crush

Before becoming a Hollywood heavyweight, Joseph Gordon-Levitt was the lovable geek in 3rd Rock from the Sun. His long hair and center part were peak ‘90s.

He had the perfect mix of awkwardness and charm, making him a heartthrob for those who liked their crushes a little offbeat. He wasn’t your typical bad boy.

By the end of the decade, he landed a role in 10 Things I Hate About You, proving he could hold his own in the rom-com world.

NOW: Joseph Gordon-Levitt – The Multi-Talented Creative Genius

JGL successfully transitioned from child star to respected actor, starring in Inception, 500 Days of Summer, and Looper. He’s now an A-lister with serious range.

Beyond acting, he founded HitRecord, a platform for creative collaboration. He’s not just a talented actor—he’s a full-blown artist who supports other creatives.

Though he’s taken a step back from mainstream Hollywood, he still pops up in meaningful projects. And yes, he’s still just as effortlessly cool.

THEN: Justin Timberlake – The Boy Band Prince

As the golden boy of NSYNC, Justin Timberlake was the crush of the late ‘90s. His frosted tips alone were responsible for countless teenage obsessions.

His smooth vocals, slick dance moves, and superstar charisma made him stand out. He wasn’t just another boy band member—he was destined for solo greatness.

His romance with Britney Spears only fueled the hysteria. Their matching denim outfits? Legendary. Their breakup? Devastating. Justin was the blueprint for pop heartthrobs.

NOW: Justin Timberlake – Pop Icon and Hollywood Star

JT went from boy bander to solo superstar, dropping hits like Cry Me a River and Can’t Stop the Feeling. He’s dominated the music industry for decades.

Beyond music, he’s acted in films like The Social Network and Friends with Benefits. Turns out, he’s just as good on-screen as he is on stage.

Married to Jessica Biel, he’s now a dad and still making music. He’s evolved, but one thing remains the same—he knows how to keep us entertained.

THEN: Mark-Paul Gosselaar – The High School Dreamboat

As Zack Morris on Saved by the Bell, Mark-Paul Gosselaar was the original high school heartthrob. His blonde hair and mischievous grin were iconic.

Zack was the smooth-talking, prank-loving charmer who could talk his way out of anything. Every teen girl wanted to be Kelly Kapowski.

From freeze-framing the screen to using his gigantic ‘90s cell phone, Zack was effortlessly cool. And Mark-Paul played him perfectly.

NOW: Mark-Paul Gosselaar – From Teen Star to TV Pro

Mark-Paul continued acting well beyond Bayside High, starring in NYPD Blue, Pitch, and Franklin & Bash. He’s successfully reinvented himself as a serious actor.

He even returned to Saved by the Bell for the reboot, proving that Zack Morris never really left us. Nostalgia is alive and well.

While he may not have the bleached hair anymore, he’s still got that signature charm. Once a heartthrob, always a heartthrob.

THEN: Jared Leto – The Ultimate ‘90s Bad Boy Fantasy

Jared Leto was the brooding dreamboat of My So-Called Life. As Jordan Catalano, he perfected the art of staring intensely while saying almost nothing.

His leather jacket, messy hair, and tortured soul made him completely irresistible. He wasn’t the guy you should like, but you couldn’t help it.

Teen girls everywhere fell for his mysterious aura. He barely spoke, rarely made eye contact, and yet, he was one of the most iconic crushes of the decade.

NOW: Jared Leto – Rock Star, Actor, and Fashion Icon

Jared went on to lead Thirty Seconds to Mars, proving he’s more than just a pretty face. His band gained a cult following and remains popular.

He won an Oscar for Dallas Buyers Club, showing he’s got serious acting talent. Whether playing the Joker or a tech billionaire, he commits fully.

Oh, and he’s also a Gucci muse, constantly rocking wild red carpet looks. He went from heartthrob to eccentric artist—and somehow, he’s still just as swoon-worthy.

THEN: Luke Perry – The Rebel We Couldn’t Resist

As Dylan McKay on Beverly Hills, 90210, Luke Perry was the ultimate bad boy with a heart of gold. His smoldering gaze melted hearts instantly.

Dylan had that James Dean vibe—tough exterior, soft soul. He had a motorcycle, a tragic backstory, and a love story for the ages with Brenda and Kelly.

No ‘90s teen drama was complete without a brooding, misunderstood heartthrob. Luke Perry nailed it, making Dylan McKay an icon of the era.

NOW: Luke Perry – A Hollywood Legacy

Tragically, Luke Perry passed away in 2019 at age 52. At the time, he was starring as Archie’s dad in Riverdale, introducing him to a new generation.

Despite his fame, he remained humble and kind, earning love from fans and co-stars alike. He left behind a legacy of talent and warmth.

Though he’s gone, his impact on Hollywood and pop culture remains strong. Dylan McKay will always hold a special place in our hearts.

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THEN: Leonardo DiCaprio – The King of ‘90s Crushes

There wasn’t a bigger heartthrob in the ‘90s than Leonardo DiCaprio. Titanic and Romeo + Juliet cemented his status as the ultimate dream guy.

With his floppy hair, piercing blue eyes, and undeniable talent, Leo had it all. He could make us cry, swoon, and obsess within a single scene.

His boyish charm and effortless cool made him a phenomenon. Everyone wanted to be Jack Dawson’s Rose. The ‘90s were peak DiCaprio mania.