Around the age of 11 she had her first lesbian encounter, with her best friend. She states she lost her virginity at age 16, then afterwards started dating a girl who was her "high school sweetheart for the majority of high school".
She worked in a bank selling mortgages for two and a half years after graduating from high school, but became bored with it and resented having to wear formal attire and remove her body piercings. In 2006, she said that all her piercings except her ears have closed up. In a 2005 interview, she stated she has social anxiety disorder.
She came to Los Angeles in late-August 2004 to try out the adult film industry. Scott's first scene was in the film Double Play #2 for Digital Sin, which paired her with Mark Ashley. She moved to California for good around November 2004. After acting in numerous gonzo films which featured her performances in anal sex scenes, she starred in the larger-budgeted feature Darkside with Penny Flame in 2005. At the AVN Awards 2006, Scott won awards for "Best Oral Sex Scene – Film" and "Best Group Sex Scene – Film" for her role in Darkside. She also was awarded the XRCO Awards for "Best New Starlet" and "Orgasmic Oralist" on April 20, 2006.
On May 15, 2006, she was the first guest on the Sirius Satellite Radio show Inside the Porn Actors Studio. Hosted by Howard Stern Show contributor Richard Christy, the hour-long program was Sirius channel Howard 101's spoof of the television series Inside the Actors Studio, with Christy filling the James Lipton role. She starred in the 2007 film, Corruption which won seven AVN Awards, including "Best Actress in a Video" for Miss Scott. In that film, she appears in seven sex scenes and performs an extended double penetration with Steve Holmes and Jenner.
Scott replaced Jessica Sweet in the role of "Britney Rears" for the movie Britney Rears 3: Britney Gets Shafted.
Scott announced on the Howard Stern radio program on April 23, 2007 that she had signed what she called the largest porn contract in history – $1 million over four years. The contract was with SexZ Pictures.
Hillary Scott and Sex Z Pictures parted ways just a little over two years into the five year exclusive performance and directing contract and is now represented by LA Direct Models.
Scott appeared on The Jerry Springer Show in an episode titled "A Porn Star Broke Us Up" which first aired February 1, 2010.
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