Drive Me CrazyIs 25 and These Photos of Melissa Joan Hart, Adrian Grenier and Britney Spears at the Premiere Will Take You Back

Mar. 15, 2025

Melissa Joan Hart and Adrian Grenier at the 1999 Los Angeles premiere of ‘Drive Me Crazy’.Photo:SGranitz/WireImage

Melissa Joan Hart and Adrian Grenier during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City, California, United States.

SGranitz/WireImage

While the film itself was a modest success at the box office, it was definitely a late ’90s moment, epitomizing the teen “poptimism” that defined the end of the decade. And at its Los Angeles premiere in late September 1999, young Hollywood came out to celebrate.

OnDrive Me Crazy’s 25th anniversary, take a look back at all young stars and ’90s style on the red carpet at the film’s 1999 premiere.

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Melissa Joan Hart

Melissa Joan Hart in 1999.SGranitz/WireImage

Melissa Joan Hart

02of 16Adrian GrenierAdrian Grenier in 1999.SGranitz/WireImageDrive Me Crazyalso effectively announced Hart’s costarAdrian Grenier’s arrival as an up-and-coming Hollywood heartthrob.

02of 16

Adrian Grenier

Adrian Grenier in 1999.SGranitz/WireImage

Adrian Grenier during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City

Drive Me Crazyalso effectively announced Hart’s costarAdrian Grenier’s arrival as an up-and-coming Hollywood heartthrob.

03of 16Melissa Joan Hart and Adrian GrenierMelissa Joan Hart and Adrian Grenier in 1999.Ron Galella, Ltd/Ron Galella Collection via GettyThe two stars cozied up for a photo on the red carpet at Cineplex Odeon Century Plaza Cinema.

03of 16

Melissa Joan Hart and Adrian Grenier

Melissa Joan Hart and Adrian Grenier in 1999.Ron Galella, Ltd/Ron Galella Collection via Getty

Melissa Joan Hart and Adrian Grenier during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City, California, United States.

Ron Galella, Ltd/Ron Galella Collection via Getty

The two stars cozied up for a photo on the red carpet at Cineplex Odeon Century Plaza Cinema.

04of 16Ali LarterAli Larter in 1999.SGranitz/WireImageThe year 1999 was a big one forAli Larter. In addition toDrive Me Crazy, the fresh-faced actress also starred inVarsity BluesandHouse on Haunted Hill.

04of 16

Ali Larter

Ali Larter in 1999.SGranitz/WireImage

Ali Larter

The year 1999 was a big one forAli Larter. In addition toDrive Me Crazy, the fresh-faced actress also starred inVarsity BluesandHouse on Haunted Hill.

05of 16LFOLFO in 1999.SGranitz/WireImageWith their inescapable 1999 hit “Summer Girls” burning up the charts,LFO’sRich Cronin,Devin LimaandBrad Fischettihit theDrive Me Crazyred carpet.

05of 16

LFO

LFO in 1999.SGranitz/WireImage

LFO during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City

With their inescapable 1999 hit “Summer Girls” burning up the charts,LFO’sRich Cronin,Devin LimaandBrad Fischettihit theDrive Me Crazyred carpet.

06of 16Danielle FishelDanielle Fishel in 1999.SGranitz/WireImageBoy Meets World’sDanielle Fishelbrought along a furry friend to the movie’s L.A. premiere.

06of 16

Danielle Fishel

Danielle Fishel in 1999.SGranitz/WireImage

Danielle Fishel during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City

Boy Meets World’sDanielle Fishelbrought along a furry friend to the movie’s L.A. premiere.

07of 16David ArquetteDavid Arquette in 1999.SGranitz/WireImageMeanwhile,David Arquetteposed with his own little pal.

07of 16

David Arquette

David Arquette in 1999.SGranitz/WireImage

David Arquette

Meanwhile,David Arquetteposed with his own little pal.

08of 16Keri Lynn PrattKeri Lynn Pratt in 1999.SGranitz/WireImageKeri Lynn Pratt celebrated her film debut inDrive Me Crazy.

08of 16

Keri Lynn Pratt

Keri Lynn Pratt in 1999.SGranitz/WireImage

Keri Lynn Pratt during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City

Keri Lynn Pratt celebrated her film debut inDrive Me Crazy.

09of 16Nobody’s AngelNobody’s Angel in 1999.Ron Galella, Ltd/Ron Galella Collection via GettyNobody’s Angel’s Sarah Smith, Stacey Harper, Amy Sue Hardy and Alitzah Navarro could not have looked more Y2K.

09of 16

Nobody’s Angel

Nobody’s Angel in 1999.Ron Galella, Ltd/Ron Galella Collection via Getty

Pop music group Nobody’s Angel attends the “Drive Me Crazy” Century City Premiere on September 22, 1999 at Loews Cineplex Century Plaza Theatres in Century City,

Nobody’s Angel’s Sarah Smith, Stacey Harper, Amy Sue Hardy and Alitzah Navarro could not have looked more Y2K.

10of 16

Josh Keaton

Josh Keaton in 1999.Ron Galella, Ltd/Ron Galella Collection via Getty

Actor Josh Keaton attends the ‘Drive Me Crazy’ Century City Premiere on September 22, 1999

11of 16Eric Christian OlsenEric Christian Olsen in 1999.Ron Galella/Ron Galella Collection via GettyYou can’t get much more 1999 thanEric Christian Olsen’s puka shell necklace.

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Eric Christian Olsen

Eric Christian Olsen in 1999.Ron Galella/Ron Galella Collection via Getty

Eric Christian Olsen during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City, California, United States.

Ron Galella/Ron Galella Collection via Getty

You can’t get much more 1999 thanEric Christian Olsen’s puka shell necklace.

12of 16Beverley Mitchell and Eric Christian OlsenBeverley Mitchell and Eric Christian Olsen in 1999.SGranitz/WireImageOlsen made sure to get a photo with7th Heaven’sBeverley Mitchell.

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Beverley Mitchell and Eric Christian Olsen

Beverley Mitchell and Eric Christian Olsen in 1999.SGranitz/WireImage

Beverley Mitchell and Eric Christian Olsen during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City, California, United States

Olsen made sure to get a photo with7th Heaven’sBeverley Mitchell.

13of 16Donnie WahlbergDonnie Wahlberg in 1999.SGranitz/WireImageFresh off his role inThe Sixth Sense,New Kids on the Block’sDonnie Wahlbergmade an appearance at theDrive Me Crazypremiere in L.A.

13of 16

Donnie Wahlberg

Donnie Wahlberg in 1999.SGranitz/WireImage

Donnie Wahlberg during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City

Fresh off his role inThe Sixth Sense,New Kids on the Block’sDonnie Wahlbergmade an appearance at theDrive Me Crazypremiere in L.A.

14of 16Gabriel CarpenterGabriel Carpenter in 1999.SGranitz/WireImageDrive Me Crazystar Gabriel Carpenter flashed a big ol' smile for the cameras.

14of 16

Gabriel Carpenter

Gabriel Carpenter in 1999.SGranitz/WireImage

Gabriel Carpenter during Century City Premiere of “Drive Me Crazy” at Cineplex Odeon Century Plaza Cinema in Century City, California, United States.

Drive Me Crazystar Gabriel Carpenter flashed a big ol' smile for the cameras.

15of 16Chris OliveroChris Olivero in 1999.SGranitz/WireImageAnother fresh-faced young star of 1999 on the red carpet: Chris Olivero.

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Chris Olivero

Chris Olivero in 1999.SGranitz/WireImage

Chris Olivero at the Cineplex Odeon Century Plaza Cinema in Century City, California

Another fresh-faced young star of 1999 on the red carpet: Chris Olivero.

16of 16Britney SpearsBritney Spears in 1999.SGranitz/WireImageBritney Spearsmay not have been able to make it toDrive Me Crazy’s L.A. premiere, but she was on hand for the film’s New York City debut.

16of 16

Britney Spears

Britney Spears in 1999.SGranitz/WireImage

Ny Britney Spears At The Premiere Of Her New Movie “Drive Me Crazy.

Britney Spearsmay not have been able to make it toDrive Me Crazy’s L.A. premiere, but she was on hand for the film’s New York City debut.

source: people.com

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