Clinton "Clint" Eastwood, Jr. (born May 31, 1930) is an American film actor, director, producer, composer and politician. Eastwood first came to prominence as a supporting cast member in the TV series Rawhide (1959–1965). He rose to fame for playing the Man with No Name in Sergio Leone's Dollars trilogy of spaghetti westerns (A Fistful of Dollars, For a Few Dollars More, and The Good, the Bad and the Ugly) during the late 1960s, and as Harry Callahan in the Dirty Harry films (Dirty Harry, Magnum Force, The Enforcer, Sudden Impact, and The Dead Pool) throughout the 1970s and 1980s. These roles, among others, have made him an enduring cultural icon of masculinity.

For his work in the films Unforgiven (1992) and Million Dollar Baby (2004), Eastwood won Academy Awards for Best Director and Producer of the Best Picture, as well as receiving nominations for Best Actor. These films in particular, as well as others including Play Misty for Me (1971), Thunderbolt and Lightfoot (1974), The Outlaw Josey Wales (1976), Escape from Alcatraz (1979), Tightrope (1984), Pale Rider (1985), Heartbreak Ridge (1986), In the Line of Fire (1993), The Bridges of Madison County (1995), and Gran Torino (2008), have all received commercial success and critical acclaim. Eastwood's only comedies have been Every Which Way but Loose (1978) and its sequel Any Which Way You Can (1980), which are his two most commercially successful films after adjustment for inflation.

Katheryn Elizabeth Hudson (born October 25, 1984), known by her stage name Katy Perry, is an American singer, songwriter and actress. Perry grew up with gospel music, and during her first year of high school she pursued a music career as Katy Hudson, releasing her first studio album called Katy Hudson which failed to chart. She recorded a solo album later, which was never released. After signing with Capitol Music Group in 2007, her fourth record label in seven years, she adopted the stage name Katy Perry.

She first gained recognition with the release of her first mainstream album, One of the Boys in 2008, which spawned three Billboard Hot 100 top-ten songs—"I Kissed A Girl", "Hot n Cold" and "Waking Up In Vegas". Perry supported the album with her Hello Katy Tour. In 2010, her third studio album, Teenage Dream (2010), which topped the Billboard 200 chart, and spawned five number one singles—"California Gurls", "Teenage Dream", "Firework", "E.T." and "Last Friday Night (T.G.I.F.)"—Teenage Dream was the only album (after Michael Jackson's Bad)—to do so, and the first female in history to achieve this milestone. She embarked on the California Dreams Tour, which grossed nearly $60 million worldwide. Perry re-released the album under the name of Teenage Dream: The Complete Confection on March 26, 2012, and the re-release has already spawned the number-one single "Part of Me".

Robert Matthew Van Winkle (born October 31, 1967), best known by his stage name Vanilla Ice, is an American rapper. Born in South Dallas, and raised in Texas and South Florida, Van Winkle released his debut album, Hooked, in 1989 through Ichiban Records, before signing a contract with SBK Records, a record label of the EMI Group which released a reformatted version of the album under the title To the Extreme. Van Winkle's single "Ice Ice Baby" was the first hip hop single to top the Billboard charts.

Although Van Winkle was successful, he later regretted his business arrangements with SBK, which had paid him to adopt a more commercial appearance to appeal to a mass audience and published fabricated biographical information without his knowledge. After surviving a suicide attempt, Van Winkle was inspired to change his musical style and lifestyle. While later albums by Van Winkle haven't charted or featured much radio airplay because of their less mainstream, rock-oriented sound, Vanilla Ice has had a loyal underground following. In 2009, Van Winkle began hosting The Vanilla Ice Project on DIY Network. His latest album WTF – Wisdom, Tenacity & Focus was released in August 2011. Van Winkle is currently signed to Psychopathic Records.