You asked:

Is Jessica Simpson dating Tom Brady?

No
Jessica Simpson
Jessica Simpson

Jessica Ann Simpson (born July 10 1980), the American pop singer and actress who rose to fame in the late 1990s

Tom Brady
Tom Brady

Thomas Edward "Tom" Brady, Jr. (born August 3, 1977), the American football quarterback for the New England Patriots of the National Football League (NFL)

Assuming you meant

  • Thomas Edward "Tom" Brady, Jr. (born August 3, 1977), the American football quarterback for the New England Patriots of the National Football League (NFL)

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