Leonardo DiCaprio and Tobey Maguire in Saint-Tropez, France, on July 26, 2017. Victor Boyko/Getty Meghan Markle & Katharine McPhee, and More Celebs Who Have Been Friends Since They Were Kids ...

Leonardo DiCaprio’s friendship with Tobey Maguire has seemingly been his longest relationship to date. The buds met as child actors in the ’80s while they were auditioning for the same roles.

Leonardo DiCaprio and Tobey Maguire, childhood best friends, were spotted yachting in the South of France. ... Leonardo DiCaprio Jumps Off Yacht While Vacationing with Tobey Maguire in Saint-Tropez .

The City of Light — and models. Leonardo DiCaprio was spotted with young beauty Neelam Gill again as the pair stepped out for dinner in Paris with Tobey Maguire.

Tobey Maguire thought Leonardo DiCaprio’s behavior while auditioning for one of their first film roles would’ve worked against his chances. by Antonio Stallings. Published on February 25, 2023.

Leonardo DiCaprio may be all loved up with girlfriend Vittoria Ceretti, but his close buddy Tobey Maguire is keeping their womanizing flag flying by enjoying no frills fun and vowing he won’t ...

Tobey Maguire is continuing to third-wheel Leonardo DiCaprio’s lavish summer vacation with girlfriend Vittoria Ceretti in Ibiza, Spain. The trio were spotted relaxing on the sandy shores of the ...

We rank movies starring Tobey Maguire according to Letterboxd ratings, including Spider-Man 2, Pleasantville, and Fear and ...

Taylor said that as people in the crowd started gossiping, they figured out DiCaprio and fellow actor Tobey Maguire were staying at Paws Up Resort for Maguire’s 40th birthday, which was Saturday.

Leonardo DiCaprio may be all loved up with girlfriend Vittoria Ceretti, but his close buddy Tobey Maguire is keeping their womanizing flag flying by enjoying no frills fun and vowing he won’t get ...

The director recounted how fans on the discussion platform forced him to shift how the two beloved former franchise leads ...