Hollywood has a long history of casting full-grown adults to play high schoolers, and some of those age gaps are wild. Think 30-somethings posing as teens or vampires permanently stuck in high school. Some pulled it off flawlessly. Others made fans do a double-take. These 20 roles prove that in showbiz, a youthful face can go a surprisingly long way.

Stockard Channing

Stockard Channing portrayed 17-year-old Rizzo while she was 33, making her the oldest cast member. Despite the gap, her confident performance sold it. A wig helped mask her real age, and her mature presence added realism to a role meant to be streetwise.

Stacey Dash

At 28, Stacey Dash played a 16-year-old Dionne with ease. Her casting surprised many since she was nearly twice the age of her character. Sharing the screen with 17-year-old Alicia Silverstone, Dash’s youthful features and sharp delivery kept audiences from questioning the age mismatch.

Gabrielle Union

Though her character was a high school cheer captain, Gabrielle Union was 27 during filming. She played opposite 18-year-old Kirsten Dunst and blended in effortlessly. In fact, Union had already portrayed teens for years, making her a natural choice to lead the rival squad onscreen.

Jason Earles

Disney Channel cast Jason Earles as 16-year-old Jackson, but the actor was actually 29. He was older than Billy Ray Cyrus, who played his father. Makeup and comedy timing helped sell the role, even though Earles was far removed from actual teenage life.

Rachel McAdams

A blonde wig and confident delivery helped McAdams convincingly play a teenager whose attitude, not age, defined her role in the teen comedy. McAdams brought Regina George’s high school queen bee to life at age 26. Meanwhile, co-star Lindsay Lohan was only 17.

Andrew Garfield

Garfield was 28 when cast as teenage Peter Parker in “The Amazing Spider-Man”. His character was still in high school, but the actor’s youthful expressions and lean frame masked the age difference. He even performed most of his own stunts during production.

Alan Ruck

Alan Ruck played Cameron Frye, a high school senior, at 29. The role required awkwardness, not boyish looks, and Ruck’s comedic breakdowns helped make Cameron one of the film’s most memorable characters. Yes, he looked noticeably older than his classmates, but he captured adolescent anxiety perfectly.

Tobey Maguire

When Maguire donned the suit for “Spider-Man”, he was 26, playing a teen who’d just finished high school. His real-life maturity added depth, especially in emotional scenes. Despite being married during filming, Maguire still managed to channel Peter Parker’s early awkwardness convincingly.

Bianca Lawson

At 31, Bianca Lawson portrayed a 16-year-old student in “Pretty Little Liars”. She had spent over a decade cast as a teenager across multiple shows. Her consistent youthful look earned her a reputation as Hollywood’s go-to for teen roles, well into her thirties.

Michael J. Fox

Audiences never questioned it—Michael J. Fox was just Marty. Though 23 at the time, he brought the perfect teenage awkwardness to the 17-year-old role. With “Family Ties” in full swing, Fox filmed McFly’s scenes after hours, creating one of the most iconic roles of the ’80s.

Paul Wesley

In “The Vampire Diaries”, Wesley portrayed Stefan Salvatore, a vampire eternally aged 17. Offscreen, he was 27. While the character never aged, Wesley had to maintain a high schooler’s persona over multiple seasons. Yes, his youthful features helped suspend disbelief for fans.

Charisma Carpenter

Cordelia Chase, a popular high school cheerleader, was played by 27-year-old Charisma Carpenter. She appeared much younger on screen, blending into the teen ensemble. Her performance was so convincing that viewers were shocked to learn she was older than the character’s teachers.

Ben McKenzie

Though already 25, Ben McKenzie convincingly portrayed the rough-edged teen Ryan Atwood. His deeper voice and mature appearance stood out among younger-looking co-stars. Despite this, his performance resonated, and audiences connected with Ryan’s storyline as if he truly were a teenager.

Shirley Henderson

The character had died at 14, making the age gap one of the widest on the list. Henderson portrayed the ghostly Moaning Myrtle in “Harry Potter” at age 37. Her high-pitched voice and expressive eyes made her a believable, if eerie, schoolgirl.

Chace Crawford

In “Gossip Girl”, Crawford took on Nate Archibald, a high school junior, at age 22. He had already graduated from college in real life. While his polished appearance matched the elite setting, viewers were surprised to learn how far he was from his teen years.

Nico Tortorella

Despite his young age, his mature features were softened with hoodies and eyeliner to create a believable high school character. Tortorella was 24 when cast as a teenage student in “The Following,” a role that spanned until he was 26. Fans were also surprised by the actor’s real age, considering his mature demeanor.

Trevor Donovan

In a bold casting move, Donovan portrayed sophomore Teddy Montgomery at 32. The actor’s athletic build and maturity stood out in group scenes. While his actual age was no secret behind the scenes, styling choices were used to tone down his older look.

Keiko Agena

Her expressive reactions, fast delivery, and small frame helped her fit into the Stars Hollow teen crowd. Lane Kim was 16 when “Gilmore Girls” started, but actress Keiko Agena was already 27. She continued playing Lane convincingly for several years.

Henry Winkler

Fonzie became an icon of teen cool, yet Winkler was 29 when the show began. Though meant to be a high school dropout, his swagger and slicked-back look distracted from the age gap. Viewers accepted him instantly thanks to his charisma alone.

Tom Welling

Welling played high school freshman Clark Kent at 24. His build and jawline didn’t exactly scream teen, but producers leaned into the Superman mythology. He remained in high school for four seasons, anchoring the show with a calm intensity that outpaced his peers.