Winner

Brandy Norwood

Nominated

Monica

Nominated

Monica

Nominated

Monica

Winner

Varsity Blues

James Van Der Beek

Nominated

10 Things I Hate About You

Julia Stiles

Rushmore

Jason Schwartzman

October Sky

Jake Gyllenhaal

Go

Sarah Polley

Ever After: A Cinderella Story

Dougray Scott

Slums of Beverly Hills

Natasha Lyonne

The Faculty

Clea DuVall

Winner

Freddie Prinze Jr.

She's All That

Nominated

Ben Stiller

Giovanni Ribisi

Will Smith

Enemy of the State

Ryan Phillippe

Cruel Intentions

Matt Damon

Ben Affleck

Armageddon

Adam Sandler

Winner

Jennifer Love Hewitt

I Still Know What You Did Last Summer

Nominated

Cameron Diaz

There's Something About Mary

Reese Witherspoon

Cruel Intentions

Christina Ricci

Kirsten Dunst

Drew Barrymore

Never Been Kissed

Claire Danes

Gwyneth Paltrow

Winner

There's Something About Mary

Nominated

Shakespeare in Love

Election

10 Things I Hate About You

The Waterboy

Patch Adams

Never Been Kissed

She's All That

Winner

Cruel Intentions

Nominated

Stepmom

Star Wars: Episode I - The Phantom Menace

October Sky

Varsity Blues

Enemy of the State

Pleasantville

Ever After: A Cinderella Story

Winner

Forces of Nature

Sandra Bullock

Nominated

The Opposite of Sex

Lisa Kudrow

Election

Reese Witherspoon

Celebrity

Leonardo DiCaprio

Rushmore

Jason Schwartzman

Cruel Intentions

Ryan Phillippe

Nominated

I Still Know What You Did Last Summer

Matthew Settle

Ever After: A Cinderella Story

Anjelica Huston

Austin Powers: The Spy Who Shagged Me

Mike Myers

Star Wars: Episode I - The Phantom Menace

Ray Park

October Sky

Chris Cooper

Cruel Intentions

Ryan Phillippe

10 Things I Hate About You

Andrew Keegan

Winner

There's Something About Mary

Matt Dillon

Nominated

Slums of Beverly Hills

Natasha Lyonne

Marisa Tomei

Pleasantville

Reese Witherspoon

Joan Allen

Go

Jay Mohr

Scott Wolf

10 Things I Hate About You

David Krumholtz

Winner

There's Something About Mary

Cameron Diaz

Nominated

I Still Know What You Did Last Summer

Jennifer Love Hewitt

The Faculty

Laura Harris

The Waterboy

Henry Winkler

Idle Hands

Devon Sawa

Winner

Big Daddy

Nominated

Notting Hill

Austin Powers: The Spy Who Shagged Me

Star Wars: Episode I - The Phantom Menace

Winner

She's All That

Freddie Prinze Jr.

Rachael Leigh Cook

Nominated

Edtv

Elizabeth Hurley

Matthew McConaughey

Cruel Intentions

Reese Witherspoon

Ryan Phillippe

10 Things I Hate About You

Julia Stiles

Heath Ledger

Shakespeare in Love

Gwyneth Paltrow

Joseph Fiennes

Winner

City of Angels

Nominated

The Faculty

Varsity Blues

The Rugrats Movie

Cruel Intentions

The Corruptor

10 Things I Hate About You

Bulworth

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

Scott Foley

Felicity

David Boreanaz

Buffy the Vampire Slayer

Noah Wyle

ER

James Van Der Beek

Dawson's Creek

Barry Watson

7th Heaven

Scott Wolf

Party of Five

Joseph Gordon-Levitt

3rd Rock from the Sun

Winner

Sarah Michelle Gellar

Buffy the Vampire Slayer

Nominated

Brandy Norwood

Moesha

Jennie Garth

Beverly Hills, 90210

Katie Holmes

Dawson's Creek

Neve Campbell

Party of Five

Jennifer Love Hewitt

Party of Five

Melissa Joan Hart

Sabrina the Teenage Witch

Keri Russell

Felicity

Winner

Will & Grace

Nominated

That '70s Show

Felicity

Dawson's Creek

Charmed

Winner

Friends

Nominated

3rd Rock from the Sun

Two Guys, a Girl and a Pizza Place

Will & Grace

Seinfeld

Moesha

South Park

That '70s Show

Home Improvement

Sabrina the Teenage Witch

Dharma & Greg

Winner

Dawson's Creek

Nominated

Party of Five

Felicity

Charmed

The X-Files

ER

Buffy the Vampire Slayer

7th Heaven

Winner

Will & Grace

Sean Hayes

Nominated

Buffy the Vampire Slayer

Alyson Hannigan

That '70s Show

Mila Kunis

Boy Meets World

Rider Strong

Charmed

Brian Krause

Seinfeld

Jason Alexander