Anecdotes

Played in the World Series of Poker, winning the Phil Hellmuth Poker Invitational at the Hollywood Park Casino in Los Angeles, taking a first prize of $95,480. (27 octobre 2004)

Close friend of Leonardo DiCaprio

Almost couldn't do Spider-Man 2 (2004) after having severe back pains at the end of shooting Seabiscuit (2003), Jake Gyllenhaal was already in talks to replace him and had already begun preparation.

He was originally set to play the role of Jake Hoyt in Jour de formation (2001), opposite Denzel Washington. He had even gone through two months of training with narcotic officers, weapons training, and put on a lot of muscle but the role was later given to the producer's first choice, Ethan Hawke, and Tobey went on to star in Spider-Man (2002) instead.

Is good friends with his Spider-Man (2002), Spider-Man 2 (2004), and Spider-Man 3 (2007) co-star Kirsten Dunst.

Originally wanted to be a chef, but he turned to acting after his mother offered him $100 to take drama rather than home economics in high school.

Packed on several pounds to fit his role in Spider-Man (2002).

Became a father for the first time at age 31 when his girlfriend (now ex-wife), Jennifer Meyer, gave birth to their daughter, Ruby Sweetheart Maguire. (10 novembre 2006)

Two of his half brothers make a cameo appearance as the two boys who gives him his mask in the train scene in Spider-Man 2.

During the Australian release period of Spider-Man (2002), he appeared on an Australian late-night variety show with his co-star Willem Dafoe. During this interview, when asked if he was a fan of the comic book, he claimed that he had never touched a Spider-Man comic book before and that he never wanted to read them.

Married Jennifer Meyer in a secret ceremony on Hawaii. The wedding was only attended by close friends. (3 septembre 2007)

Was engaged to Rashida Jones (2002).

Bought a $3.5 million Beverly Hills mansion with his Spider-Man (2002) earnings. (mai 2002)

He will get $26 million for the two sequels to Spider-Man (2002).

Lost 25 pounds to fit his role as Red Pollard in Seabiscuit (2003).

Became a father for the second time at age 33 when his now-ex-wife, Jennifer Meyer, gave birth to their son, Otis Tobias Maguire. (8 mai 2009)

Has been a vegan/vegetarian since 1992 and was voted the world's sexiest vegetarian by PETA. (2002)

Considered for the role of Will Turner in Pirates des Caraïbes : La malédiction de la Perle Noire (2003).

Friends with Spider-Man co-stars Bryce Dallas Howard, Topher Grace, and Rosemary Harris.

He was considered for the role of Norman Bates in Psychose (1998) before Vince Vaughn was cast.

His ancestry is English, Irish, German, Austrian, one-eighth Puerto Rican, one-eighth Polish, as well as more distant Danish, French, and Cornish. His maternal grandmother was born in Cape Town, South Africa, to an English family, and came to the U.S. in 1933.

Has four half brothers: two on his dad's side: Vincent Jr. (born 1973) and Timothy (born 1984) and two on his mother's side: Jopaul Van Epp (born 1991) and Weston Epp (born 1994).

Made his movie debut in Tu seras un homme (1993).

He and Jennifer Meyer announced their engagement after the birth of their daughter Ruby Sweetheart.

Member of the AAs

Was originally cast as Alex Chance Browning in Destination ultime (2000).

He and his best friend, Leonardo DiCaprio, were both in movie directed by Sam Raimi. DiCaprio was in Instinct de vengeance (1995) and Tobey was in Spider-Man (2002), Spider-Man 2 (2004), and Spider-Man 3 (2007).

Was in attendance at the wedding of Reese Witherspoon to Jim Toth. (26 mars 2011)

He and his wife are very close friends of Sara Gilbert.

While promoting L'ami allemand (2006) on The Tonight Show with Jay Leno (1992), he revealed the baby's name, Ruby Sweetheart.

Often portrays heroes that are close to animals or creatures. In Chats et chiens (2001), he provided the voice of Lou the Beagle in which he saves the world from cats; in Spider-Man (2002), he was bitten by a radioactive (genetically modified in the movies) spider that gave him superhuman abilities; in Seabiscuit (2003), he played Red Pollard, a jockey who rode a winning horse to victory.

As of 2022, he has appeared in two films that were nominated for the Best Picture Oscar: L'oeuvre de Dieu, la part du diable (1999) and Seabiscuit (2003).

Played two characters with the last name Parker. Bud Parker in Pleasantville and Peter Parker in the Spider Man trilogy.

Close friends with Kevin Connolly.

Son-in-law of Ron Meyer.

Filming Spider-Man 3 (2007) in New York. (juin 2006)

Is closely associated with the likes of Robert Pattinson, Terry McGinnis, and Leonardo DiCaprio working on several projects and conservationist initiatives together.

Both Brad Pitt and Margot Robbie read Damien Chazelle's script for Babylon (2022) while filming Once Upon a Time in Hollywood (2019). DiCaprio's friend Tobey Maguire is one of the producers of Babylon.