‘It Takes Two’ Cast: Where Are They Now? Mary-Kate and Ashley Olsen, Steve Guttenberg and More

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'It Takes Two' Cast: Where Are They Now? Mary-Kate and Ashley Olsen, Steve Guttenberg and More

That can't-eat, can't-sleep, reach-for-the-stars, over- the-fence, World Series kind of stuff! It Takes Two, the beloved Mary-Kate and Ashley Olsen movie, hit theaters in 1995, and fans are still nostalgic for the film decades later. The movie has become even more beloved in the wake of Kirstie Alley's death in December 2022. Alley — who portrayed social worker Diane Barrows and Amanda Lemmon’s (Mary-Kate) parental figure in the fan-favorite film — died in early December 2022 at age 71 after a short battle with colon cancer. Her It Takes Two costar Steve Guttenberg — who played Diane’s love interest and Alyssa Callaway’s (Ashley) father, Roger Callaway, paid tribute to Alley in a poignant post on social media, recalling their days on set together. [sendtonews type="float" key="UeHPMHNV47-2830454-14453"] The movie was a clear spin on the iconic story of the Prince and the Pauper, as well as The Parent Trap. (The original Parent Trap was released in 1961, while Lindsay Lohan’s version came out three years after It Takes Two.) Nearly 20 years after the release of the ‘90s classic, Guttenberg gushed about working with the Olsen twins in a 2014 interview with HuffPost Live. “They were adorable. They came to my house one time for a little pool party. They were great kids,” he recalled, adding that he still saw them “once in a while.” Keep scrolling to see where the cast of It Takes Two is today:

Credit: Moviestore/Shutterstock

'It Takes Two' Cast: Where Are They Now? Mary-Kate and Ashley Olsen, Steve Guttenberg and More

That can't-eat, can't-sleep, reach-for-the-stars, over- the-fence, World Series kind of stuff! It Takes Two, the beloved Mary-Kate and Ashley Olsen movie, hit theaters in 1995, and fans are still nostalgic for the film decades later. The movie has become even more beloved in the wake of Kirstie Alley's death in December 2022. Alley — who portrayed social worker Diane Barrows and Amanda Lemmon’s (Mary-Kate) parental figure in the fan-favorite film — died in early December 2022 at age 71 after a short battle with colon cancer. Her It Takes Two costar Steve Guttenberg — who played Diane’s love interest and Alyssa Callaway’s (Ashley) father, Roger Callaway, paid tribute to Alley in a poignant post on social media, recalling their days on set together. [sendtonews type="float" key="UeHPMHNV47-2830454-14453"] The movie was a clear spin on the iconic story of the Prince and the Pauper, as well as The Parent Trap. (The original Parent Trap was released in 1961, while Lindsay Lohan’s version came out three years after It Takes Two.) Nearly 20 years after the release of the ‘90s classic, Guttenberg gushed about working with the Olsen twins in a 2014 interview with HuffPost Live. “They were adorable. They came to my house one time for a little pool party. They were great kids,” he recalled, adding that he still saw them “once in a while.” Keep scrolling to see where the cast of It Takes Two is today:

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Mary-Kate Olsen

MK had already built an empire with her twin sister by the time they filmed It Takes Two. The sisters went on to film two TV shows — Two of a Kind and So Little Time — as well as an array of children and teen movies, including 1998’s Billboard Dad, 1999’s Passport to Paris, 2001’s Holiday in the Sun and 2004’s New York Minute, which was their final movie together before deciding to focus on their fashion career full time. However, Mary-Kate has made several on-screen cameos, including on the Showtime series Weeds and in 2008’s The Wackness with Josh Peck.

As for her private life, Mary-Kate has been linked to a number of high-profile stars over the years, including the late Heath Ledger. She married Olivier Sarkozy in 2015, becoming stepmom to his kids before divorcing in 2021.

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Ashley Olsen

Like her twin, Ashley opted to devote her career to the sisters’ various fashion pursuits after leaving the film and TV business behind. After Mary-Kate and Ashley left NYU in 2005, they collaborated on multiple high-end clothing lines, including The Row and Elizabeth and James (named after two of their siblings).

The fashion designer has also had an extensive dating history, which includes relationships with Matt Kaplan and Justin Bartha. She was also linked to Jared Leto, Lance Armstrong and several other A-listers before moving on to Louis Eisner, whom she reportedly wed in 2022. In August 2023, Us confirmed that the couple welcomed a baby boy months prior.

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Steve Guttenberg

Guttenberg hasn’t left the spotlight since making a name for himself as a comedic movie star in the ‘80s and ‘90s, with roles in more than 20 movies since 1995. As for his TV career, he most notably appeared as Woody Goodman in an eight-episode arc of Veronica Mars and starred as Dr. Katman on The Goldbergs from 2019 to 2021.

The Influenza actor tied the knot with wife Emily Smith in 2019. He was previously married to Denise Bixler from 1988 to 1992.

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Kirstie Alley

Alley was one of the most iconic stars of the ‘90s, and she only went on to achieve more recognition in the industry as the years went on. She starred as the titular character on Veronica’s Closet from 1997 to 2000, before her own series Fat Actress in 2005 — as well as Kirstie from 2013 to 2014 — and ushered in a new generation of fans with her role as Ingrid Hoffel on Scream Queens. Alley was also a devout Scientologist who often expressed her controversial political views on social media.

She died in December 2022 after a short battle with colon cancer, her children — William and Lillie — wrote via Instagram at the time. The Look Who’s Talking star, who became a grandmother after son William welcomed a child, shared her kids with ex-husband Parker Stevenson, to whom she was married from 1983 to 1997. Prior to her romance with Stevenson, Kirstie tied the knot with high school sweetheart Bob Alley in 1970. They split seven years later.

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Jane Sibbet

Best known for her portrayal of Carol, Ross’ ex-wife, on Friends from 1994 to 2001, Sibbet has been steadily working as an actress since, with many roles in TV movies, including a number of Christmas films.

She was married to Karl Fink, with whom she shares three children, from 1992 to 2016.

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Philip Bosco

Bosco was known for his Tony Award-winning turn in the play Lend Me a Tenor. He was nominated for four more Tonys before his death in 2018 at age 88.

In addition to his time on stage, the Emmy-winning star acted in a number of TV series in the ‘90s and early 2000s, including Law & Order: SVU and Damages. Bosco is survived by his wife of nearly 50 years and their seven children and many grandchildren.