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Before renewing their reality show for a second season on VH1, Brandy hit it big with this duet and Ray J was still looking for love.

The youngest brother to the superstar boy band the Jonas Brothers, 10-year-old Frankie is a budding musician himself with his band the HollyWood Shakeup.

These actor siblings are both at the top of their game: Maggie was just nominated for an Academy Award and Jake is starring in an action blockbuster.

Younger sister to superstar Beyoncé, Solange has a singing and acting career of her own. She was recently nominated for a Soul Train Award.

Like older brother Brad, Doug is a do-gooder. He was recently named goodwill ambassador to Tanzania for the United Nations and works as a photojournalist. He is also the director of Africa 600 International.

Brother and sister Warren Beatty and Shirley MacLaine have both become cinematic iconoclasts.
Beatty is almost as famous for his reputation as a ladies' man as he is for his roles in "Shampoo," "Bonnie and Clyde" and "Reds". He's now also a director and screenwriter.

Younger sister to pop star Britney, former Nickelodeon actress Jamie Lynn found herself amid controversy when she got pregnant at age 16. She made headlines again when she started dating a man many years her senior, but they recently split.

Older brother to actress Angelina Jolie, James, also an actor and director, was the center of some speculation when Jolie said this in her 2000 Academy Award speech.

Ten-year-old Noah is the younger sister to former "Hannah Montana" star Miley Cyrus. She appeared in some "Hannah" episodes and also voiced a character in a 2008 animated series.

The Cusack clan are all in show business, starting with father Dick Cusack. John, 43, became a cult hero in films like "Say Anything" and "Better Off Dead", which helped propel him to movie-star status.
Joan Cusack, 47, who has appeared in at least 10 of John's films, has been nominated for two Academy Awards.

The older sibling of Phylicia Rashad of "The Cosby Show," Debbie has had a long career as a Broadway choreographer and played the role of tough dance instructor Lydia Grant in the movie "Fame," which led to a television series of the same name. She is still acting today

Casey Affleck, 35, and Ben Affleck, 37, have appeared in three movies together.
Casey is married to the sister of a now-deceased star and was nominated for an Academy Award.

Younger sister to actress Penélope Cruz, Monica is a Spanish actress, dancer and model. She became the star of a popular Spanish television show after joining one of the world's top dance companies.

Younger sister to beautiful Aussie actress Nicole Kidman, Antonia is an Australian journalist and TV presenter. This year she married banker Craig Marran in a private ceremony.

Older sister Sandra Bullock has called Gesine a "closet master baker" and even worked the counter when she opened her Vermont bakery. Gesine helps Sandra run Fortis Films and co-produced one of the Academy Award winner's biggest movies.

While actress Jennifer Aniston commands hefty paychecks for her screen time, her older half-brother John is also in the entertainment business as a director and worked on one of her movies.