Selena Gomez
The star won her first three Teen Choice Award in 2009, for Choice Summer TV Star: Female for both Wizards of Waverly Place and Princess Protection Program, Choice Red Carpet Fashion Icon Female and Choice Celebrity Dancer.
Miley Cyrus
The star won her first Teen Choice Award in 2007 for Hannah Montana and won the same honor in the next couple of years. She has won a total of nine Teen Choice Awards.
Rihanna
The singer in the press room at the 2006 Annual Teen Choice Awards after winning Choice Music R&B Artist and Choice Music Breakout.
Orlando Bloom and Johnny Depp
Orlando Bloom and Johnny Depp both won their first Teen Choice Awards in 2006; they shared the honor of Choice Movie Fight/Action Sequence with for their performances in Pirates of the Caribbean: The Curse of the Black Pearl.
Ashton Kutcher
Ashton Kutcher won his first Teen Choice Award in 2003...three actually, for Choice TV Actor - Comedy for his role of Kelson on That '70s Show and Choice TV Reality/Variety Host and Choice Reality Hunk for Punk'd.
Adam Sandler
In 2001, Adam Sandler picked up his first Teen Choice Award for Choice Comedian. He went on to win the same award the following year and in 2004. He also won Choice Movie Hissy Fit for Anger Management in 2003 and Choice Movie Actor - Comedy for his role in 50 First Dates in 2004.
Lindsay Lohan
In 2004, the actress won her first Teen Choice Award for Choice Movie Actress - Comedy for her role in Mean Girls. She also won Choice Movie Blush and Choice Breakout Movie Star - Female, plus Choice Movie Hissy Fit for her performance in Freaky Friday.
Matt LeBlanc
The year 2002 was the year of Friends; The actor was voted TV - Choice Actor, while co-star Jennifer Aniston won her first Teen Choice Award for TV - Choice Actress. Friends won TV - Choice Comedy.
Mandy Moore
The actress and co-star Shane West won their first Teen Choice Awards in 2002 for Film - Choice Chemistry for A Walk to Remember.
Mike Myers
The actor won his first Teen Choice Award in 2000 for Film - Choice Sleazebag for his role of Fat Bastard in Austin Powers: The Spy Who Shagged Me.
Jim Carrey
The funnyman won his first Teen Choice Award in 2000 for Film - Wipeout Scene of the Summer for Me, Myself and Irene.
Rachael Leigh Cook
In 1999, the actress shared the award for Film - Sexiest Love Scene with her She's All That co-star Freddie Prinze Jr.
Kardashian and Jenner Sisters
Kim Kardashian, Kourtney Kardashian and Khloé Kardashian won Choice TV: Female Reality/Variety Star every year between 2010 and 2014 and shared the prize with Kendall Jenner and Kylie Jenner during the last two years during that time period.