She had a starring role in the 2023 television film, Barbie: Skipper and the Big Babysitting Adventure.

She was designed as a response to requests for Barbie to have children; Mattel felt that a little sister would be a better choice instead.

In these novels, she attended Baker Elementary, while the Marvel Comics of the early 1990s had her at Central Junior High School.

[6] Skipper current design has also been rendered in computer animation for her appearances in the Barbie film series and the television adaptations of the Barbie media franchise including Dreamhouse Adventures, where she and fellow younger sisters were given "a realistic and modern CGI look" that was different from previous entries in the franchise.

Skipper was created, along with Midge, to counteract criticism that claimed Barbie was a sex symbol.

[9] In 1985, Hot Stuff Skipper was released, which had another new head mold that included the addition of dimples and a longer face.

[14] In 2007, Mattel released its second vintage 1964 reproduction Skipper doll, this time wearing her "School Days" ensemble and sold in a gift set, along with a reproduction of a vintage swirl ponytail Barbie doll wearing the matching "Knitting Pretty" ensemble.

Skipper's friends at the vintage stage were Skooter (1965), Ricky (1965), Living Fluff (1971), and Pose N' Play Tiff (1972).

[20][21] Fluff and Tiff shared a head mold which many collectors considered adorable, with a contagious smile.

However, she had the head mold of the oldest version of Skipper, not the older Skooter doll, which many collectors found strange.

They included the reddish haired friend Courtney, made in 1989, and her second boyfriend Kevin, created in 1990.

[23] In the Barbie Dreamhouse Adventures: Go Team Roberts Netflix series (2018), Skipper is joined by her friends Chantal and Navya, who run a babysitting business with her.

Joy is an Asian teenager with dark brunette hair featuring blonde streaks, who loves music and dreams of becoming a singer.

Cheri is a Black teenager with dark brunette hair and pink streaks, passionate about dogs and aspiring to work with them.

Anna is a Latina teenager with black hair and blue streaks, a creative jewelry designer who hopes to sell her pieces professionally.

[24] Danielle, Skipper’s friend, is a variant with dark skin and curly hair in an Afro-puff.