Duff's third album, Most Wanted (2005), comprised her favorite tracks from her previous two albums, remixes, and new songs inspired by pop-rock musicians such as The Killers and Muse. In an appearance on Total Request Live, Duff stated that it was not a greatest hits album, but that her label told her it was time to release a new album. She had more creative control over Most Wanted compared to her previous releases, co-writing the new material with producers Joel Madden and his brother, Benji, both members of Good Charlotte. The lead single, "Wake Up", nina friederike gnaedig photo sexy became Duff's highest peaking single on the U.S. Hot 100 at the time,^[30] and its video received heavy rotation on MTV. The video for the second single, "Beat of My Heart", was also popular, but the single itself did not chart in the U.S.^[30] The album debuted at number one on the Billboard 200^[54] and became her third number one debut in Canada. An Italy-only compilation, 4Ever, was released in 2006. Duff recorded new songs for her movie, Material Girls, which included a Timbaland-produced cover version of Madonna's "Material Girl" with her sister.^[55]

During her Most Wanted tour, she performed in Guadalajara, Mexico, where she filmed a brief appearance on the soap opera Rebelde. She was also the guest star on The Andy Milonakis Show for its third season premiere in 2007.^[66] In April 2008, Duff was offered the lead role of Annie Mills in the CW Network's Beverly Hills, 90210 spinoff, but she turned it down because she was more interested in hilary pics.com looking for projects outside the teen genre.^[67][68] She is also a model signed to IMG Models New York.^[69]

In 2005, Duff starred in The Perfect Man in which she played the eldest daughter of a divorced woman (Heather Locklear). The film received mostly harsh reviews and did not live up to box office expectations, grossing $19,770,475 globally.^[48][49] In the same year, Duff was again nominated for a Razzie Award, for The Perfect Man and Cheaper by the Dozen 2.^{nina friederike gnaedig photo sexy id="cite_ref-razzies2005_49-0" class="reference">[50]} The 2006 satirical comedy Material Girls, in which she co-starred with her sister Haylie, was also not well received by critics, grossing only $16,907,561 worldwide.^[51][52] The film, directed by Martha Coolidge and co-produced by Madonna's independent film production company Maverick Entertainment, starred the Duff sisters as wealthy siblings who must fight to reclaim their fortune following a scandal. Duff along with her sister Haylie, received two more nominations for Razzie awards for their role in the film.^[53]

In 2005, Duff's earnings were estimated to be $15 million^[104] and in December 2007, Duff was ranked at #7 in the Forbes "Top 20 Earners Under 25", with an annual earnings of $12 million.^[105][106] In 2007, Duff was ranked at #23 in Maxim's "Hot 100" list.^[107] In 2008, Duff was ranked hilary pics.com #7 for the US edition of FHM's "100 Sexiest Women in the World", while for the UK edition she ranked in at #8.^[108]

In 2007 Duff was photographed many times with NHL player Mike Comrie. Although Duff never revealed much about the relationship, the couple trailers of what are dreams made of by hillary duff were seen hugging and kissing, with Duff even attending some of Comrie's games. Comrie bought Duff a brand new $100,000 car for her twentieth birthday.^[99]

In January 2004, the second DisneyMania disc, DisneyMania 2, was released and featured a duet, "The Siamese Cat Song" with her sister. Another song, "Circle of Life", featured Duff and other Disney Channel stars. Duff and her sister recorded a cover of The Go-Gos' "Our Lips Are Sealed" for the soundtrack to A Cinderella Story, which also included two other songs by Duff. The video for "Our Lips Are Sealed" was popular on MTV's Total Request Live, but the hilary duff naked song failed to chart on the U.S. Billboard Hot 100.^[30]

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 people to believe that she was lip-syncing. Duff's representative spoke out about the incident saying, "She was not lip-synching. It was faulty equipment. There was no 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 trailers of what are dreams made of by hillary duff that her microphone was inadvertently set on mute for the first few minutes of the performance.^[80][81][82]