Leone signed a three-year contract with Vivid Entertainment with which she transitioned into the world of hardcore pornography, stating that she would only do lesbian scenes. Her first movie released was titled Sunny and was released in December 2005. Her next movie, Virtual Vivid Girl Sunny Leone, was the first interactive title for Leone, who was the first Vivid Girl to make such a movie. Taking only four days to film, the movie won her her first AVN Award (Best Interactive DVD). She followed this with Sunny Loves Cher, which featured her first on-screen squirting,and The Female Gardner co-starring Mikayla Mendez and Daisy Marie.
In May 2007, upon re-signing her contract with Vivid for another six films, Leone agreed to perform for the first time with men on camera, but exclusively with her fiancé, Matt Erikson. That summer she also received breast augmentation, and shot her first movie under the new contract titled Sunny Loves Matt. The movie led to her to be nominated for three (out of six) AVN awards in 2009 in addition to being a choice for Female Performer of the Year. She followed up her first boy-girl title with The Other Side of Sunny in October 2008, which would be the last time she would perform with Erikson.
In January 2008, Leone revealed that she was no longer exclusive to Erikson, and had done scenes with other actors, most notably Tommy Gunn, Charles Dera, James Deen and Voodoo. In August of that same year, she announced the launch of her own studio, Sunlust Pictures, with Daniel Weber as her partner. With her new venture Leone plans to write, direct and create her own brand of adult movies with Vivid Entertainment as her distributor. Her first independent production, The Dark Side of the Sun, was released in March 2009, and was debuted at the Erotic Heritage Museum in Las Vegas. In June 2009, she held a casting call in Las Vegas for her second independent production titled Sunny Slumber Party
She has indicated that for the right price she would seriously consider a career in Bollywood. She has been courted by Indian directors in the past but has felt uncomfortable with the roles that she would have played. Director Mohit Suri is rumored to have asked Leone to play the lead role in his movie Kalyug, but instead cast Deepal Shaw as he could not afford her $1 million acting fee. She has mentioned thatAamir Khan is her favorite Bollywood Actor, and that over 60% of her fans are from South Asia.
In 2008, Leone announced that she would be starring in a mainstream action adventure movie titled Pirates Blood, which was shot in Oman. The shooting was completed in two weeks and was to be released in winter 2008. Leone also landed a role in Middle Men, producer Chris Mallick's indie feature about the birth of the online porn industry set for wide theatrical release in 2009. She has mentioned that she will be appearing in an upcoming Will Ferrell movie scheduled to be released in 2010.
She appeared in the film The Virginity Hit playing a version of herself, where she is hired to take the virginity of the lead character.
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