These '90s and '00s Heartthrobs Look Nothing Like They Did Before - Photos to Compare

Time moves fast, especially in Hollywood. Take a look at how some of the most recognizable faces of late-'90s and early-2000s pop culture have changed over the past two decades.

The faces of late-'90s and early-2000s fame are permanently etched into memory: tousled hair, smirky expressions, and that specific brand of boyish charm that ruled the red carpet. But decades later, those same faces have shifted — some gracefully and some dramatically.

1 – Jason Priestley

From teen heartthrob to silver-haired style icon. Priestley's signature smirk, ocean-green eyes, and jet-black hair once made him the poster boy of the '90s.

Nowadays, he's rocking a salt-and-pepper beard, but the charm is still intact, just more rugged and refined.

2 – Freddie Prinze Jr.

Forever the boy-next-door with perfect brows and a jawline that launched a thousand teen crushes. Prinze Jr.'s clean-cut good looks were pure late-'90s rom-com gold.

Now, he's aging like fine wine with a wider smile and grayer hair, but still very much a heartthrob.

3 – Ben McKenzie

McKenzie's earlier look was fresh-faced and understated and clean-shaven, with a soft hairstyle and wide blue eyes that gave him a boy-next-door quality.

Nowadays, in his late 40s, the actor's face has filled out, and subtle lines have emerged, particularly around the eyes.

4 – Joshua Jackson

Jackson's youthful years were marked by his boyish face and easy-going demeanor, with soft features and a slightly mischievous expression.

These days, he presents a refined version of that charm. His face is fuller and more structured, and most of the time, he sports a short beard plus gray-streaked hair.

5 – Shane West

In the early 2000s, West had the classic bad-boy look, with a defined jawline, tousled hair, and a brooding presence that helped cement his image in teen dramas and romantic films.

In recent years, he's maintained a similar edge but now leans into a more mature, rugged style.

6 – Adam Brody

Brody's early look was defined by tight curls, a clear complexion, and soft, symmetrical features that gave him a relaxed charm.

Now older, a full beard and smile lines give his face more character, while his style has shifted toward a more refined appearance.

7 – The Hanson Brothers

In their teen years, the Hanson brothers were known for their long, blond hair and soft facial features.

Over time, each brother's appearance has developed in distinct ways. Their hairstyles are now more tailored, and their faces show natural signs of aging that mark the shift from adolescence to adulthood.

8 – Devon Sawa

Sawa had a smooth, boyish face in the late '90s, complete with wide blue eyes, fuller lips, and straight, parted hair that added to his youthful image.

Nowadays, his features have matured, with a squarer jawline, more defined cheekbones, and subtle lines that give his face a stronger structure.

9 – Tom Welling

Welling was known for his classic leading-man looks in the 2000s, which included a square jaw, clear skin, and youthful charm.

Over time, he has developed a more solid, muscular build and a face that shows signs of maturity, shifting from fresh-faced to a more commanding presence.

10 – Josh Hartnett

Hartnett's early appeal came from his brooding eyes, tousled hair, and smooth complexion.

His look has since matured, with a fuller face and facial hair giving him a more rugged and relaxed style that contrasts with his once-clean-cut image.

11 – Chad Michael Murray

Chad Michael Murray had sharp, defined features and a boyish edge that helped define early 2000s heartthrob style.

Nowadays, his look has evolved into something more refined, as his overall appearance is noticeably more mature.

12 – Milo Ventimiglia

Ventimiglia had a youthful, sharp look in the early 2000s, with angular features, smooth skin, and a lean build.

He has since grown into a more rugged version of himself, with longer hair and subtle aging that add more definition to his overall appearance.

13 – Ian Somerhalder

Somerhalder's early charm came from his piercing eyes, clean complexion, and neatly styled hair.

In the last few years, he has adopted a scruffier look, with expressive features that have become more pronounced over time.

14 – Chris Pine

Pine began with classic leading-man looks, which included a sharp jawline, clear skin, and piercing eyes.

Nowadays, he has embraced a more unconventional style. His appearance has even sometimes been marked by a fuller beard and longer hair.

15 – Mark-Paul Gosselaar

Gosselaar had a boyish, all-American charm in the early '90s, with bright eyes and a smooth complexion.

These days, he carries a more mature look, with facial hair and a stronger jawline giving him a more refined, grown-up presence.

16 – Eddie Cibrian

Cibrian's '90s appeal centered on a sculpted jawline, thick hair, and smooth skin that gave him a polished, model-like presence.

Nowadays, he has grown into a more rugged look, with visible aging and graying that add definition to his still-prominent features.

17 – Scott Speedman

Speedman had a youthful, easygoing charm in the early 2000s, with tousled hair and a boyish smile.

His appearance now leans more refined, with fuller facial hair and a stronger, more structured look that reflects his evolution over the years.

18 – Wentworth Miller

Miller was once known for his sharp features, lean frame, and close-cropped hair that gave him an intense, defined look.

Over time, while his striking bone structure remained, the actor grew into a fuller, more composed appearance.

19 – Christian Slater

Slater had a youthful edge in the '90s, thanks to his slicked-back hair, angular features, and a mischievous grin.

These days, he sports a more refined look, with a smoother face and subtle signs of aging that have rounded out his once-rebellious image.

20 – Rob Estes

Estes had a clean-cut, leading man look in the '90s, which included sharp features, bright eyes, and a polished presence.

With time, his appearance matured noticeably. His face carries deeper lines, with a softer jaw and gray tones adding to a more natural, relaxed style.

21 – Andrew Keegan

Keegan's early appeal came from his sculpted features, smooth skin, and confident expression.

These days, he has grown into a more rugged look. His once-youthful face now shows more texture and definition, marking a clear contrast from his teen heartthrob days.

22 – Kavana

Kavana had a cheeky, boyish energy in the '90s, with expressive features and a signature grin that gave him an approachable charm.

23 – Erik von Detten

Von Detten was once the poster boy for teen cool, with blonde hair, piercing eyes, and a surfer-like charm that defined his appeal.

Over the years, he has grown into a more laid-back and mature look.

24 – Thomas Calabro

Calabro had a smooth, clean-cut look in the '90s, with youthful features and a confident smile that fit the heartthrob mold of the time.

As he's matured, his appearance has taken on a more seasoned and relaxed quality. The charm is still there, just complemented by the natural signs of aging.

25 – David Charvet

Charvet once had the sun-kissed look of a quintessential heartthrob, including bright eyes, thick hair, and a chiseled jaw that made him a standout in the '90s.

Nowadays, he has grown into a more defined and mature appearance.

26 – Andrew Shue

Shue's youthful look in the '90s featured strong facial structure, tousled dark hair, and a brooding intensity that made him stand out.

As he's grown older, his appearance has matured into something far more rugged. Subtle lines and a graying beard now define a face that once captured the clean-cut charm of a different era.

27 – Jonathan Taylor Thomas

In the '90s, Thomas had classic teen idol looks, with bright blue eyes, a youthful smile, and neatly parted hair that gave him a polished, all-American appeal.

Over the years, he has grown into a more mature appearance, with features that reflect the passage of time.

These before-and-after photos show just how much can change in two decades, and how the faces of a generation have grown up right along with their fans.