Winner

Brandy Norwood

Nominated

Monica

Nominated

Monica

Nominated

Monica

Winner

Varsity Blues

James Van Der Beek

Nominated

Rushmore

Jason Schwartzman

The Faculty

Clea DuVall

Go

Sarah Polley

Ever After: A Cinderella Story

Dougray Scott

Slums of Beverly Hills

Natasha Lyonne

October Sky

Jake Gyllenhaal

10 Things I Hate About You

Julia Stiles

Winner

Freddie Prinze Jr.

She's All That

Nominated

Ben Stiller

Giovanni Ribisi

Adam Sandler

Ryan Phillippe

Cruel Intentions

Will Smith

Enemy of the State

Matt Damon

Ben Affleck

Armageddon

Winner

Jennifer Love Hewitt

I Still Know What You Did Last Summer

Nominated

Gwyneth Paltrow

Reese Witherspoon

Cruel Intentions

Kirsten Dunst

Cameron Diaz

There's Something About Mary

Christina Ricci

Drew Barrymore

Never Been Kissed

Claire Danes

Winner

There's Something About Mary

Nominated

She's All That

Election

Never Been Kissed

Patch Adams

Shakespeare in Love

The Waterboy

10 Things I Hate About You

Winner

Cruel Intentions

Nominated

Stepmom

Star Wars: Episode I - The Phantom Menace

October Sky

Varsity Blues

Ever After: A Cinderella Story

Enemy of the State

Pleasantville

Winner

Forces of Nature

Sandra Bullock

Nominated

Celebrity

Leonardo DiCaprio

The Opposite of Sex

Lisa Kudrow

Cruel Intentions

Ryan Phillippe

Election

Reese Witherspoon

Rushmore

Jason Schwartzman

Nominated

Ever After: A Cinderella Story

Anjelica Huston

Cruel Intentions

Ryan Phillippe

Austin Powers: The Spy Who Shagged Me

Mike Myers

Star Wars: Episode I - The Phantom Menace

Ray Park

10 Things I Hate About You

Andrew Keegan

I Still Know What You Did Last Summer

Matthew Settle

October Sky

Chris Cooper

Winner

There's Something About Mary

Matt Dillon

Nominated

Slums of Beverly Hills

Natasha Lyonne

Marisa Tomei

Pleasantville

Reese Witherspoon

Joan Allen

10 Things I Hate About You

David Krumholtz

Go

Jay Mohr

Scott Wolf

Winner

There's Something About Mary

Cameron Diaz

Nominated

The Waterboy

Henry Winkler

I Still Know What You Did Last Summer

Jennifer Love Hewitt

Idle Hands

Devon Sawa

The Faculty

Laura Harris

Winner

Big Daddy

Nominated

Austin Powers: The Spy Who Shagged Me

Star Wars: Episode I - The Phantom Menace

Notting Hill

Winner

She's All That

Freddie Prinze Jr.

Rachael Leigh Cook

Nominated

Cruel Intentions

Reese Witherspoon

Ryan Phillippe

10 Things I Hate About You

Julia Stiles

Heath Ledger

Edtv

Elizabeth Hurley

Matthew McConaughey

Shakespeare in Love

Gwyneth Paltrow

Joseph Fiennes

Winner

City of Angels

Nominated

Cruel Intentions

The Rugrats Movie

The Faculty

10 Things I Hate About You

The Corruptor

Bulworth

Varsity Blues

Nominated

That '70s Show

Topher Grace

Zoe, Duncan, Jack & Jane

Selma Blair

Dawson's Creek

Rachael Leigh Cook

Felicity

Scott Foley

Winner

Joshua Jackson

Dawson's Creek

Nominated

David Boreanaz

Buffy the Vampire Slayer

Scott Foley

Felicity

Noah Wyle

ER

Joseph Gordon-Levitt

3rd Rock from the Sun

James Van Der Beek

Dawson's Creek

Barry Watson

7th Heaven

Scott Wolf

Party of Five

Winner

Sarah Michelle Gellar

Buffy the Vampire Slayer

Nominated

Neve Campbell

Party of Five

Jennie Garth

Beverly Hills, 90210

Jennifer Love Hewitt

Party of Five

Keri Russell

Felicity

Katie Holmes

Dawson's Creek

Melissa Joan Hart

Sabrina the Teenage Witch

Brandy Norwood

Moesha

Winner

Will & Grace

Nominated

Felicity

That '70s Show

Charmed

Dawson's Creek

Winner

Friends

Nominated

Moesha

Sabrina the Teenage Witch

Dharma & Greg

Will & Grace

South Park

That '70s Show

Seinfeld

Home Improvement

3rd Rock from the Sun

Two Guys, a Girl and a Pizza Place

Winner

Dawson's Creek

Nominated

The X-Files

Buffy the Vampire Slayer

Felicity

Charmed

ER

Party of Five

7th Heaven

Winner

Will & Grace

Sean Hayes

Nominated

Buffy the Vampire Slayer

Alyson Hannigan

Boy Meets World

Rider Strong

That '70s Show

Mila Kunis

Seinfeld

Jason Alexander

Charmed

Brian Krause