In February 2009, Duff and DKNY Jeans announced their new design partnership and the launch of their collaborative apparel Photo Hilary duff stranger line. Duff co-designed a collection of special pieces with DKNY Jeans brand called Femme for DKNY Jeans. The clothing line will debut in fine department and specialty stores nationwide in August 2009.^[56][57]

In January 2008, videos of Duff surfaced on YouTube, which showed her singing into her microphone at her concert in Mexico, but her voice was inaudible, leading viewers to believe that she was lip-syncing. Duff's representative defended her saying, "She was not lip-synching. It was faulty equipment. There was no hilary-pics.com sound coming out, but she was singing". He also added that Duff was not using her regular sound equipment, but instead was using locally provided equipment and that her microphone was inadvertently set on mute for the first few minutes of the performance.^[88][89][90]

In January 2009, it was announced that she would star in an indie feature, The Story of Bonnie and Clyde, an adaptation of Bonnie & Clyde.^[51] In April 2009, Duff began Nina Friederike Gnädig sexy filming Provinces of Night, which is based on a book by the same name written by William Gay. Duff plays Raven Halfacre, the teenage daughter of a promiscuous, alcoholic mother.^[52] Duff has signed on for a seven-episode arc as Olivia Burke, a movie star who enrolls at NYU in search of a traditional college experience and ends up rooming with Vanessa (Jessica Szohr) in Gossip Girl.^[53]

In June 2006, when asked about her then-boyfriend Joel Madden, a native of Waldorf, Maryland, in pictures of hilary duff an interview with Elle, Duff replied, "He's very real, like, he's from a pretty ghetto place in Maryland... I like that".^[70] Duff's "ghetto" comments sparked a mixture of mild offense and bemusement from residents of the Waldorf area, as the suburban, mostly middle-class town did not fall into the traditional impoverished inner city concept of a ghetto.^[82] Duff later claimed she was referring not to Waldorf, but actually a section of Baltimore where Madden lived briefly as a young adult.^[83]

In November teenick photos 2008, Duff's second greatest hits album, Best of Hilary Duff was released^[46] and the album's first single "Reach Out" which samples Depeche Mode's "Personal Jesus" was released in the previous month, the song became Duff's third #1 dance hit.^[47][48] Duff thereafter announced that she would be leaving her record label Hollywood Records after six years of service.^[49] She later announced to MTV that she would begin work on her new album in December 2008.^[50]

In September 2006, Duff released her perfume, "With Love... Hilary Duff", which was distributed by the Elizabeth Arden company. The perfume was initially sold only in Macy's in the U.S. and soon it was being sold in other regions like Japan and Canada. "With Love...Hilary Duff" was one of the three best-selling fragrances launched at U.S. department stores in late 2006. In 2007, Duff announced that she will be releasing a summer version of the perfume titled, "Wrapped With Love". It was released in January 2008, and a Spring Gift Set version was released hilary duff nue in time for Valentine's Day.^[60]

In a June 2006 interview with Elle magazine, Duff was quoted as saying: "...(virginity) hilary duff déshabillée is definitely something I like about myself. It doesn't mean I haven't thought about sex, because everyone I know has had it and you want to fit in".^[70][71] Duff later told MuchMusic that she did not say the quotes attributed to her in the article and that the subject was "definitely not something that I would talk about..."^[72] She denied the quotes again in a 2008 interview with Maxim magazine.^[73]

In late 2006 Duff took legal action against an alleged stalker and his roommate.^[84][85] On November 3, 2006, Duff's stalker, Maksim Miakovsky, was arrested for threatening to kill her. He was booked on charges of making criminal threats and stalking. According to legal papers filed by Duff, Miakovsky came to the U.S. "for the sole purpose of meeting and becoming romantically involved with Ms. Duff".^[86] Miakovsky was being held on $200,000 bail at the Manhattan Beach jail. He was arraigned on November 7, 2006.^{photos d'hilary duff avec scarlett johansson class="reference">[86]} On January 19, 2007, Miakovsky was sentenced to 117 days in jail and five years probation after pleading no contest to the charges.^[87]

On September 7, 2007, Duff confirmed on MuchOnDemand, that she would be filming two independent films Greta, and What Goes Up. ^{lizzy mc guire photos porno class="reference">[44]} In June 2008, Duff joined the cast of the Polish brothers comedy Stay Cool. She co-starred alongside Winona Ryder, Mark Polish, Sean Astin, Chevy Chase, and Jon Cryer. In the film, she portrayed the character of Shasta O'Neil, described as a sexy high school senior and the film is scheduled for release in 2009.^[45]

Playmates Toys released a celebrity doll of her in 2004.^{hilary duff naked id="cite_ref-57" class="reference">[58]} In late 2006, Mattel released a Hilary Duff Barbie doll. As a fashion designer, she had designed clothes for Barbie dolls in the past^[59] and with the release of her doll, she joined Reese Witherspoon, Beyoncé Knowles, and Lucille Ball who have their own celebrity dolls.^[59]