Did Sandra Bullock Date Ben Affleck? Major Throwback Ahead

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While Ben Affleck has dated a long list of Hollywood actresses, including Ana de Armas, Jennifer Lopez, and Jennifer Garner, he has never dated his Forces of Nature co-star Sandra Bullock.

In the 1999 American romantic comedy film directed by Bronwen Hughes, Ben Affleck’s character Ben Holmes falls in love with the free-spirited Sarah Lewis (Sandra Bullock).

Ben Affleck and Sandra Bullock on the set of Forces of Nature in 1998Ben Affleck and Sandra Bullock on the set of Forces of Nature in 1998

In March 2014, Sandra Bullock was almost unanimously named one of the best dressed at the 2014 Academy Awards.

Sandra Bullock wore a navy Alexander McQueen gownSandra Bullock wore a navy Alexander McQueen gown

The then 49-year-old American actress and producer donned an elegant gown by Alexander McQueen featuring a subtle sweetheart neckline and sculptural draping in front.

Sandra Bullock accessorized with Lorraine Schwartz jewelrySandra Bullock accessorized with Lorraine Schwartz jewelry

Also on display were her $1.8 million earrings by Lorraine Schwartz.

Actress Sandra Bullock arrives at the 86th Annual Academy AwardsActress Sandra Bullock arrives at the 86th Annual Academy Awards at Hollywood & Highland Center on March 2, 2014, in Hollywood, California

Was Sandra the best dressed at the Oscars, or do you prefer the ensembles worn by Anne Hathaway, Jennifer Lawrence, or Lupita Nyong’o?

At the 2014 Academy Awards Nominees Luncheon, Sandra donned another impressive outfit.

Sandra Bullock at the 86th Oscars Nominees LuncheonSandra Bullock at the 86th Oscars Nominees Luncheon held at The Beverly Hilton in Los Angeles on February 10, 2014

She wore a strapless dress from the Stella McCartney Spring 2014 collection. The two-piece outfit features a Laura daisy jacquard bustier top and a Lucy devoré full viscose/silk skirt.

Sandra Bullock styled her strapless Stella McCartney dress with black sandalsSandra Bullock styled her strapless Stella McCartney dress with black sandals

Sandra completed the ensemble with a red patent leather clutch from Roger Vivier Pilgrim de Luxe and showed off her hot feet in leather cross-strap “Tamara” sandals by Brian Atwood, which we’ve previously seen on Naomi Watts.

Sandra Bullock's sexy feet in Brian Atwood high heelsSandra Bullock’s sexy feet in Brian Atwood high heels

Credit: Adriana M. Barraza / WENN / Dave Bedrosian / Future Image / Bob Morris

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