Rashida Jones & Tobey Maguire Dated Before They Were Famous

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Way before he became known for starring in the Spiderman movies, Tobey Maguire dated Rashida Jones for approximately three years. According to some sources, they even became engaged.

Rashida Jones and Tobey Maguire were dating just as their careers were really heating upRashida Jones and Tobey Maguire were dating just as their careers were really heating up

They started dating in 1997 and broke up in 2000, just around the time when Rashida had a small breakthrough as Louisa Fenn on the Fox drama series Boston Public (2000–2002).

Rashida, who had a son in 2018 with her boyfriend, musician Ezra Koenig, stepped out with Jason Schwartzman for the premiere of their new movie Klaus in November 2019.

Jason Schwartzman and Rashida Jones attend the premiere of Netflix's "Klaus"Jason Schwartzman and Rashida Jones attend the premiere of Netflix’s “Klaus” at Regency Village Theatre on November 2, 2019, in Westwood, California

Styled by Brad Goreski, she donned a lovely Carolina Herrera Spring 2020 collared silk midi dress with black Prada shoes. Don’t you wish she had worn a pair of heels instead?

Rashida Jones styled her Carolina Herrera dress with chunky Prada shoesRashida Jones styled her Carolina Herrera dress with chunky Prada shoes

In September 2015, Rashida Jones rocked a fun pair of Jimmy Choos when she attended the 2015 Creative Arts Emmy Awards held at the Microsoft Theater in Los Angeles.

Rashida Jones attends the 2015 Creative Arts Emmy AwardsRashida Jones attends the 2015 Creative Arts Emmy Awards September 12, 2015, at Microsoft Theater in Los Angeles

She was joined on the carpet by Mindy Kaling, Jane Lynch, and Kristen Schaal.

Rashida Jones poses and smiles on the red carpet in a black dress from Valentino's Resort 2016 collectionRashida Jones poses and smiles on the red carpet in a black dress from Valentino’s Resort 2016 collection

The then 39-year-old American actress, comic book author, film producer, and screenwriter wore a bird-embroidered dress from the Valentino Resort 2016 collection and accessorized with Eva Fehren jewelry.

Would you have chosen to wear a different pair of shoes with this outfit?

Rashida Jones shows off the fun tulle detailing on her Jimmy Choo ankle-strap sandalsRashida Jones shows off the fun tulle detailing on her Jimmy Choo ankle-strap sandals

You buy Rashida’s ballerina-inspired “Floresse” ankle-strap sandals at Net-A-Porter, Farfetch, Mytheresa, Nordstrom, and Saks Fifth Avenue.

These black suede sandals feature four straps embellished with mesh tulle and crystals.

Jimmy Choo Floresse Tulle and Crystal Sandals, $1,195

Jimmy Choo Floresse Tulle and Crystal Sandals

Jimmy Choo Floresse Tulle and Crystal Sandals

Credit: WENN / Nicky Nelson / Brian To / Apega / Instar

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