Top 36 Best Tobey Maguire Movies To Watch [Ranked]

 

Tobias Vincent Maguire aka Tobey Maguire is an American actor and producer, best known for essaying the title role in the Spiderman trilogy. However, he's also given several other noteworthy performances in different genres such as Great Gatsby, Seabiscuit, Brothers, The Good German and many more.

 

He's also the owner of the production company, Material Pictures. Given below is a list of some of the best movies Toby Maguire has ever acted in, on the silver screen.

 

 

1. Spider-Man 2 (2004)

 

 

Released in 2004, Spider-Man 2 is credited with bringing well-deserved acclaim to Sam Raimi. His sharp and confident direction kept the viewers glued to their seats for about 2 hours and 7 min.

 

Needless to mention, the motion picture managed to rake in the moolah at the box office and ended up delighting its producers. Its total global gross stood at around $788,976,453 by the end of its theatrical run.

 

Peter is an unhappy man who lost the love of his life, Mary Jane and his best friend, Harry Osborne, while Aunt May is set to be evicted. He is also suffering from a recurring loss of strength and powers, especially in life-threatening situations.

 

Meanwhile, Harry who is heading Oscorps' genetic and scientific research division is sponsoring a fusion power by nuclear scientist Otto Octavius who is mentoring Peter. A sudden freak accident leads Dr Octavius to become the evil Dr Octopus when the powerful tentacle arms with artificial intelligence that he was wearing get attached to him completely, increasing Peter's troubles manifold.

 

 

 

2. Spider-Man: No Way Home (2021)

 

 

It's not every day that a movie as captivating as Spider-Man: No Way Home comes along. This critically acclaimed film, produced by Victoria Alonso, Avi Arad, Mitchell Bell, Chris Buongiorno, Louis D'Esposito, Kevin Feige, Emily Fong, Rachel O'Connor, Amy Pascal, JoAnn Perritano, Matt Tolmach, and David H. Venghaus Jr. and brought to life by Jon Watts, has captured the hearts of audiences all around the world.

 

With its stellar cast, led by Tom Holland, Zendaya, and Benedict Cumberbatch, and its impressive production values, it's no wonder that this movie has become a cultural phenomenon.

 

Peter Parker's whole life is turned upside-down when his arch-nemesis Mysterio reveals to the world his true identity. Desperately trying to keep his identity a secret, he turns to Doctor Strange for help.

 

However, Doctor Strange's spell goes haywire, and instead of protecting his identity from the world, he has five new enemies; Green Goblin, Doctor Octopus, Sandman, the Lizard and Electro, with whom he must deal and also understand what it truly means to be Spiderman.

 

 

 

3. The Cider House Rules (1999)

 

 

John Irving’s screenplay in The Cider House Rules is so amusing and engaging that it seems to come along once in a blue moon. Needless to say, this drama-romance feature is one that most fans of the genre must include in their watchlist.

 

Homer Wells is an orphan returned twice by foster parents and becomes a favourite of the orphanage director, Dr Wilbur Larch. As Homer is the oldest of all orphans, Dr Larch who is addicted to ether and performs abortions, decides to train him in obstetrics as an apprentice.

 

This leads Homer to become a skilled and confident obstetrician, albeit unlicensed. Yearning for a life beyond the orphanage, he leaves with Candy Kendall and her pilot boyfriend Wally Worthington, a couple who comes to Larch for an abortion.

 

While Wally leaves for military services and Homer starts working at the Worthington family's apple orchard, he begins to have an affair with Candy.

 

 

 

4. Spider-Man (2002)

 

 

With a budget of $139,000,000, this blockbuster film raked in an impressive $825,025,036 at the box office. Directed by Sam Raimi and featuring a star-studded cast including Tobey Maguire, Kirsten Dunst, and Willem Dafoe, this movie is a must-watch for all movie fans.

 

Out on a school trip to Columbia University's genetics lab, Peter Parker gets bitten by a genetically modified spider and ends up waking up to unbelievable powers. Losing his uncle Ben to miscreants, Peter decides to use his power to protect the city and save it from unforeseen terror and evil, instantly becoming a threat to the Green Goblin.

 

And now the Goblin decides to strike where it truly matters; his aunt May and his love Mary Jane. Will Peter be able to end the Green Goblin's terror or will he lose out to him?

 

 

 

5. The Ice Storm (1997)

 

 

Actors Kevin Kline, Joan Allen, and Sigourney Weaver have delivered stellar performances in The Ice Storm. Thanks to them, the feature film was able to receive various nominations and wins, including BAFTA Awards, Bodil Awards, and Cannes Film Festival.

 

During Thanksgiving weekend, two dysfunctional families and neighbours decide to experiment with adultery and substance abuse. The Hoods consist of parents Ben, Elena and their two children, while the Carvers consist of Jim, Jane and their two sons.

 

While Ben is unhappy with his marriage and career, he's also having an affair with Janey to better deal with his midlife crisis. The others also share questionable sexual bonds.

 

With everything reaching a tipping point, a raging ice storm finally leads to terrifying revelations with unexpected repercussions.

 

 

 

6. Pleasantville (1998)

 

 

Looking for a movie to watch? Pleasantville could be a good option. With a runtime of 2 hours and 4 min and released in 1998, it stars Tobey Maguire, Jeff Daniels, and Joan Allen and was directed by Gary Ross.

 

David and his sister Jennifer lead contrasting lives; while the latter is superficial, the former spends most of his time watching a black-and-white 1950s sitcom called Pleasantville. One evening their mother breaks the remote control on seeing the siblings fight for it.

 

A mysterious TV repairman arrives and impressed by David's knowledge of Pleasantville, gives him a strange remote before leaving. When the siblings use the remote, they're transported into the black-and-white world of Pleasantville.

 

Forced to act as members of the show, they go about exploring the place, but while Jennifer tries to disrupt the town and complicate its simplicity, David desperately tries to let the town stay as is.

 

 

 

7. Seabiscuit (2003)

 

 

Helmed for the screen by Gary Ross, Seabiscuit is a drama-history that hit the screens in 2003.

 

Its crew members include Gary Ross (screenplay), John Schwartzman (cinematography), and Judianna Makovsky (costume), among others. The full-length feature was able to amass over $148,336,445 at the box office and received American Society of Cinematographers, USA, ASCAP Film and Television Music Awards, and Hochi Film Awards.

 

Charles S. Howard is one of the largest car dealers in California and one of the Bay Area's richest, but he is an unhappy man. Having lost his only child and seeing the dissolution of his marriage, he looks for a new purpose in life and decides to get into horseracing.

 

Howard hires trainer Tom Smith who convinces him to buy a horse named Seabiscuit, who has a great pedigree behind her, despite being small and lazy. He also hires the struggling John 'Red' Pollard as his jockey.

 

Then starts the successful journey of Seabiscuit, from an underdog to the ultimate hero of the public.

 

 

 

8. Wonder Boys (2000)

 

 

Steve Kloves writes comedy-drama flicks in which the characters appear to be quite real and relatable. One such motion picture is Wonder Boys.

 

Directed by Curtis Hanson, it stars Michael Douglas, Tobey Maguire, and Frances McDormand in the lead and opened to favourable reviews at the ticket windows.

 

Grady Tripp is a novelist and professor teaching in the English department at an unnamed Pennsylvania University. He's having an affair with the university's chancellor while his third wife has decided to leave him.

 

He's also failed to recreate the success of his first novel and every time he tries to finish the second novel, the pages simply get extended, much to the dismay of his editor, whose career also depends on Grady's next novel.

 

 

 

9. Tropic Thunder (2008)

 

 

Actors Ben Stiller, Jack Black, and Robert Downey Jr. have delivered stellar performances in Tropic Thunder. Thanks to them, the feature film was able to receive various nominations and wins, including Austin Film Critics Association, BMI Film & TV Awards, and Boston Society of Film Critics Awards.

 

Hook-handed Vietnam veteran Staff Sergeant John Tayback's memoir Tropic Thunder is being turned into a film. Barring newcomer Kevin Sandusky, there is Tugg Speedman, Kirk Lazarus, Alpa Chino and Jeff Portnoy, who cause difficulties for inexperienced director Damien Cockburn, leading to million-dollar pyrotechnics being wasted.

 

With an ultimatum given by the Studio Executive, Damien has no choice but to make the actors live the lives of the soldiers they are portraying; in real situations and real time.

 

 

 

10. Ride with the Devil (1999)

 

 

Featuring Tobey Maguire, Skeet Ulrich, and Jewel in the lead, Ride with the Devil is a drama-romance movie that was released in 1999. It comprises a talented team of crew members Ang Lee (director), James Schamus (screenplay), Frederick Elmes (cinematography), and others.

 

The motion picture received a score of 6.7 on IMDb, while it received 69 out of 100 on Metacritic.

 

Jake Roedel and Jack Bull Chiles are friends based in Missouri when the Civil War breaks out. After Jack's father Asa Chiles gets executed by a group of Jayhawkers, which Jake is witness to, the two decide to join the Irregulars, who opt to use guerrilla warfare tactics against the mighty Jayhawkers, supported by Confederate citizens of Missouri.

 

They stay in hiding and a young widow named Sue Lee Shelley who is in hiding with them gets romantically involved with Jack.

 

 

 

11. Pawn Sacrifice (2014)

 

 

Helmed for the screen by Edward Zwick, Pawn Sacrifice is a biography-drama that hit the screens in 2014.

 

Its crew members include Steven Knight (screenplay), Bradford Young (cinematography), and Renée April (costume), among others. The full-length feature was able to amass over $5,578,519 at the box office and received Young Artist Awards.

 

Bobby Fischer's mother was a Soviet Jew immigrant to the USA who informs her son about the FBI keeping an eye on her. To escape the chaos around him, he turns all his attention to chess, becoming an expert player in no time.

 

Despite chess becoming an obsession for him, his mother takes him to adult chess clubs and eventually, he enters the world of professional chess championships and becomes the youngest chess grandmaster ever.

 

The rise and fall of one of chess's greatest proponents, Bobby Fischer as he dealt with paranoia and the growing pressures of the game, is what Pawn Sacrifice details.

 

 

 

12. Babylon (2022)

 

 

Babylon premiered in theatres in 2022. Directed by Damien Chazelle, this movie features Brad Pitt, Margot Robbie, and Jean Smart in the lead. If you have a particular liking for comedy-drama movies, then you can try this title.

 

Babylon received a score of 7.4 on IMDb and 60 on Metacritic.

 

Nellie LaRoy is trying to find her big break as an actress in Hollywood. Jack Howard is Hollywood's leading hero. Sidney Palmer is an unambitious trumpeter who lets music decide his life and where he should be.

 

Manny Torres is looking to make a career in films, irrespective of the work he does, as he believes working in films gives the ultimate work satisfaction. A tale that revolves around ambitions and the rise and fall of these characters as they navigate life in the unbridled era of 1920s Hollywood.

 

 

 

13. Deconstructing Harry (1997)

 

 

Deconstructing Harry is a comedy film that has been helmed for the screen by Woody Allen. It features actors Woody Allen, Judy Davis, and Julia Louis-Dreyfus in pivotal roles. The motion picture was released in 1997 with a 1 hour and 36 min runtime.

 

Harry Block is a writer, who tends to incorporate real instances and people into his literary works, leading to embarrassment and ridicule for those involved. He is selfish and refuses to understand how or why his actions hurt people.

 

When he is up for an honorary ceremony at his old university, he realises the flaws of his actions, as he has no one to share the happy occasion with.

 

As his previous actions come back to haunt him, he realises that the only escape he has is through facing them.

 

 

 

14. This Boy's Life (1993)

 

 

Starring Robert De Niro, Leonardo DiCaprio, and Ellen Barkin, This Boy's Life is your run-of-the-mill biography-drama that hit the screens in 1993. The film's screenplay was written by Robert Getchell and it was made under the direction of Michael Caton-Jones. It opened to mixed reviews from critics and failed to gain widespread recognition.

 

Caroline Wolff wants to settle down and give her son Tobias 'Toby' Wolff, a better home. She comes across Dwight Hansen, a man who seems perfect in aspect. However, things take an unexpected turn when Dwight's true personality of an abusive man becomes visible, as he tends to take out all his frustration on Toby, while Caroline remains unaware of the situation.

 

Based on a story from the memoirs of writer and Literature professor Tobias Wolff.

 

 

 

15. Brothers (2009)

 

 

Brothers is a drama-thriller which has been helmed for the screen by Jim Sheridan.

 

Toplined by actors such as Jake Gyllenhaal, Natalie Portman, and Tobey Maguire (main characters), the film was released in 2009 with a runtime of 1 hour and 45 min.

 

Captain Sam Cahill's chopper is shot down by enemy forces during his second military tour in Afghanistan. His entire squad is presumed dead and recorded as such. Back home, his incompetent brother Tommy Cahill is left to handle family affairs.

 

Tommy was previously jailed for a bank heist and now finds himself having to take care of his brother's family. Before long, Sam returns to prove he's alive, although not as well as he had hoped to be.

 

His PTSD plays out in fits and starts, leaving his wife Grace Cahill growing exceedingly concerned.

 

 

 

16. The Great Gatsby (2013)

 

 

Bankrolled by Warner Bros., The Great Gatsby is a drama-romance starring Leonardo DiCaprio, Carey Mulligan, and Joel Edgerton in prominent roles.

 

Helmed by Baz Luhrmann, the motion picture became a box-office success as it amassed $144,857,996 in the United States of America and Canada. Its worldwide total was $353,659,851 against a production budget of $105,000,000.

 

Young Midwesterner Nick Carraway takes residence in Long Island and finds himself increasingly intrigued by his mysterious nouveau riche neighbour Jay Gatsby. Getting drawn into Gatsby's rich circle, Nick gets entwined and bears witness to a cycle of love, heartbreak, obsession, deceit, tragedy and more which makes him dislike not just the city but its inhabitants as well.

 

What is Gatsby's story and how does it manage to leave an indelible mark on Nick?

 

 

 

17. Spider-Man 3 (2007)

 

 

The success of Spider-Man 3 at the box office is a testament to its brilliance. With a staggering $894,983,373 gross, this movie is a must-see for all movie lovers.

 

Directed by Sam Raimi and featuring an incredible cast led by Tobey Maguire, Kirsten Dunst, and Topher Grace, it is no surprise that it was so well-received by audiences.

 

Peter Parker is hoping to try and piece his life back together by looking forward to proposing to the love of his life; Mary Jane. But Peter's childhood best friend Harry who's now aware of Peter being Spiderman is looking to avenge his father's death.

 

On the other hand, Uncle Ben's killer Flint Marko aka Sandman is posing to be a huge threat to him as well. Meanwhile, a strange black entity that's merging with his suit is giving him amplified powers, and bringing out the dark side of Peter's personality.

 

He now has to deal with both external and internal forces to bring out the man he truly is.

 

 

 

18. Labor Day (2013)

 

 

Labor Day might not have been the most well-received drama-romance movie, but it still manages to hold its own. Directed by Jason Reitman and starring Kate Winslet, Josh Brolin, and Gattlin Griffith, the movie has its fair share of flaws, but it's still worth a watch.

 

Adele Wheeler is a depressed single parent living with her teenage son Henry in a rural home. While shopping, they are approached by a man whom they take home. The man is Frank Chambers, an escaped convict.

 

As Adele and Frank connect over their wounded and broken pasts, Henry has a hard time adjusting to his mother's new life, wondering if it'll eventually lead him to be abandoned.

 

As the possibility of the police closing in on them increases, the three decide to escape to Canada and start afresh. However, before they can leave, someone informs the police about Frank's whereabouts.

 

 

 

19. The Details (2011)

 

 

Featuring Tobey Maguire, Elizabeth Banks, and Laura Linney in the lead, The Details is a comedy-drama movie that was released in 2011. It comprises a talented team of crew members Jacob Estes (director), Jacob Estes (screenplay), Sharone Meir (cinematography), and others.

 

The motion picture received a score of 6.1 on IMDb, while it received 56 out of 100 on Metacritic.

 

Jeff Lang and his wife Nealy live in Seattle with their two-year-old son. Planning for a second child, they decide to enlarge their small home and lay expensive new grass in their backyard.

 

The grass being infested with worms attract raccoons that destroy the grass, leading Jeff to go to great lengths to try to get rid of them, even opting for poison.

 

While Nealy believes Jeff is obsessing over the raccoon menace, he decides to talk about it with his childhood best friend Becca. However, while talking, the two also get intoxicated and indulge in sex.

 

What follows is a tale of infidelity, murder and domestic tension, all culminating with Jeff reevaluating his life and the decisions he's taken so far.

 

 

 

20. Fear and Loathing in Las Vegas (1998)

 

 

Bankrolled by Fear and Loathing LLC and helmed by Terry Gilliam, Fear and Loathing in Las Vegas is an adventure-comedy that hit the screens in 1998.

 

Raoul Duke is a drug-addicted journalist whose been asked by a magazine to cover the Mint 400 motorcycle race that's set to take place in Las Vegas. He decides to take his crazy Samoan lawyer, Dr Gonzo on the trip.

 

They pick up a hitchhiker and narrate to him about the drugs they have in their possession, leading the man to get scared and leave. To ensure that they're able to reach Las Vegas before the man reaches the police, Gonzo gives Duke a drug leading him to hallucinate in extreme measures and attempt to live out the big 'American Dream.'

 

 

 

21. The Boss Baby (2017)

 

 

With a budget of $125,000,000, this blockbuster film raked in an impressive $527,965,936 at the box office. Directed by Tom McGrath and featuring a star-studded cast including Alec Baldwin, Steve Buscemi, and Jimmy Kimmel, this movie is a must-watch for all movie fans.

 

7-year-old Tim Templeton had life sorted till his baby brother comes along. Boss Baby, whom he'd first seen arrive in a suit, carrying a briefcase, behaves like a toddler in front of adults, but when no one is around, he acts like an adult, much to Tim's dismay.

 

As time goes by Baby shows Tim a special mission he is on; to discover why the world's love for babies is threatened by the love of puppies. He tells Tim that once he finishes his mission, he will leave, or else he will have to stay on forever.

 

Tim decides to help him on his mission to ensure that Boss Baby doesn't have to stay with them for long.

 

 

 

22. The Good German (2006)

 

 

Despite receiving mixed reviews from critics, The Good German still manages to be a movie that's worth watching. The film features a talented cast led by George Clooney, Cate Blanchett, and Tobey Maguire and direction by Steven Soderbergh, and while it may not be perfect, it still has plenty of redeeming qualities.

 

American war correspondent for The New Republic Jacob 'Jake' Geismer returns to Berlin to cover the Postdam conference. He witnesses his black-marketeering American soldier driver Tully being fished out of a river eddy.

 

Jake gets entangled in the mystery of his murdered driver and the missing German Emil Brandt. Meanwhile, he will also have to find Emil's wife, Lena Brandt, who happens to be a former paramour of his.

 

 

 

23. Cats & Dogs (2001)

 

 

Cats & Dogs is one of those movies that never quite found its footing, despite a talented cast and crew. Directed by Lawrence Guterman, and starring Alec Baldwin, Tobey Maguire, and Jeff Goldblum, the movie failed to make an impression with critics or audiences when it was released in 2001.

 

Cats and dogs are in an eternal struggle for power, and humans are completely oblivious to it. Mr Tinkles, a white Persian cat, attempts to destroy the vaccine being devised by Professor Brody to help prevent dog allergies from all human beings.

 

Little Lou, the family beagle who's guarding the vaccine and his dog agent friends will have to ensure that Tinkles or his army is unable to lay their hands on the vaccine because then they'll manipulate its content to make the world allergic to dog hair and also gain total world domination.

 

 

 

24. Empire Records (1995)

 

 

Empire Records is a competent, if unremarkable, entry in the comedy-drama genre. The cast and direction are serviceable, but the predictable plot and lack of surprises may leave some viewers underwhelmed.

 

Independent record studio Empire Records is set to be sold and converted into a branch of Music Town. Determined to keep the store independent, employee Lucas hatches a plan to take the day's earnings to a casino and quadruple $9000 by playing craps.

 

While the first game goes well, he loses everything in the second game. As the other employees come to the store, they become aware of the cash being missing from the bank and store owner.

 

Meanwhile, store manager Joe who was planning to become part owner of the store to save it is now falling short by $9000, the money Lucas has lost.

 

 

 

25. The Wizard (1989)

 

 

The Wizard premiered in theatres in 1989. Directed by Todd Holland, this movie features Fred Savage, Luke Edwards, and Jenny Lewis in the lead. If you have a particular liking for adventure-comedy movies, then you can try this title.

 

The Wizard received a score of 6 on IMDb and 23 on Metacritic.

 

Jimmy Woods has PTSD after having lost his twin sister Jennifer to a drowning incident. Jennifer's unfortunate death has led the Woods family to split leading him to stay with his mother and stepfather, while his older half-brothers Nick and Corey live with their father Sam.

 

Tired of Jimmy's frequent bouts of running away from home, his mother decides to put him into an institution. Corey sneaks Jimmy out and they travel to Los Angeles, where he discovers the latter's talent for playing video games.

 

With a gaming tournament happening in Universal Studios and a prize money of $50000, Corey decides to use it as an opportunity to prevent Jimmy's institutionalisation by showing everyone his inherent talent.

 

 

26. Beyond All Boundaries (2009)

Bankrolled by Hettema Group and helmed by David Briggs, Beyond All Boundaries is a short-war that hit the screens in 2009.

 

A journey through one of the most significant events in human history - World War II. Using cutting-edge technology, the film immerses viewers in the sights and sounds of the war, from the trenches of Europe to the skies over Japan.

 

Through the eyes of soldiers, sailors, and pilots, we see the heroism and sacrifice of all those who fought in the war and the impact it had on the world.

 

 

27. A Child's Cry for Help (1994)

A Child's Cry for Help is a movie that didn't make much of a splash when it was released in 1994. Despite having a talented Sandor Stern at the helm and a cast that includes Veronica Hamel, Pam Dawber, and Daniel Hugh Kelly, the movie failed to generate much buzz.

 

Reviews were mixed, with some praising the story and others finding it lacking. The IMDb rating is only average, with many viewers expressing disappointment in the film.

 

Recently widowed Dr Paula Spencer is set to start working at a local hospital. Meanwhile, Monica Shaw brings her son Eric to get treated for an illness. Dr Spencer is sceptical because she believes the mother is faking her son's illness so she can keep having him admitted to the hospital and get attention herself.

 

While the hospital remains dismissive of her claims, when Eric's roommate also falls ill with a similar sickness, it makes them all the more dismissive. As Dr Spencer decides to ban Monica from being close to her ill son and calls on Child Services, Monica gets her and the hospital sued, leading to a court battle.

 

This will eventually determine where Eric stays, and most importantly, whether he'll survive.

 

 

28. Four Tales of Two Cities (1996)

Released in 1996, Four Tales of Two Cities was a movie that just didn't quite hit the mark. Despite the talented cast, including Patrick Breen, Kevin Breznahan, and Kate Capshaw, and direction by Illeana Douglas, Griffin Dunne, and Adrienne Shelly, the film was unable to connect with audiences and failed to generate much buzz or recognition.

 

An Anthology consisting of four short films; Griffin Dunne's 1995 Duke of Groove, Illeana Douglas' 1995 Boy Crazy, Girl Crazier, Adriene Shelley's 1994 Urban Legend and Fischer Stevens' 1996 Phinehas, directed and written by the respective authors and starring some big names like Uma Thurman, Tobey Maguire, Elliott Gould, Kate Capshaw, Carey Lowell, Kiefer Sutherland, Jennifer Lloyd, Tim Guinee, Melinda Wade, Udo Kier and more.

 

 

29. Duke of Groove (1995)

 

 

Released in 1995, Duke of Groove was a movie that just didn't quite hit the mark. Despite the talented cast, including Kate Capshaw, Chris Chavkin, and Elliott Gould, and direction by Griffin Dunne, the film was unable to connect with audiences and failed to generate much buzz or recognition.

 

Rich Cooper is a boy in his late teens in Los Angeles, in the late 1960s. One night his mother Rebecca surprises him by asking him to join her for a party as her husband is out and she isn't willing to go alone.

 

In reality, the reason she wishes him to accompany her is that she doesn't want her son to be home to see his father leave their family for good.

 

 

30. S.F.W. (1994)

 

 

S.F.W. is a comedy-drama which has been helmed for the screen by Jefery Levy.

 

Toplined by actors such as Stephen Dorff, Reese Witherspoon, and Jake Busey (main characters), the film was released in 1994 with a runtime of 1 hour and 36 min.

 

Cliff Spab and his friend Joe Dice go to a convenience store and become hostages along with three others, to heavily armed terrorists. The terrorists who call themselves S. P. L. I. T have a video camera and their only demand over a month-long standoff with the police is to broadcast their hostages' every word and action on worldwide television, or else they'll kill them.

 

While two people get killed, Cliff, Joe and a girl named Wendy survive. After some time Cliff becomes indifferent to the threats of death, repeatedly challenging his captors to go for it.

 

The coverage of his consistent defiance ends up turning him into a media icon.

 

 

31. Don's Plum (2001)

 

 

Looking for a movie to watch? Don's Plum could be a good option. With a runtime of 1 hour and 29 min and released in 2001, it stars Scott Bloom, Kevin Connolly, and Tobey Maguire and was directed by R.D. Robb.

 

A group of twenty-year-olds catch up at a restaurant called Don's Plum every Saturday of the month. The four boys usually ensure that they bring a girl with them to hang out together and discuss the misadventures of their lives.

 

One day, things turn different, with chaos unfolding when there are unwarranted verbal and physical altercations between the friends and other patrons at the restaurant.

 

 

32. In Spite of Love (1994)

 

 

Despite its potential, In Spite of Love never quite managed to live up to expectations. The film was directed by David Greene and featured a talented cast, including Kate Nelligan, John Heard, and Tobey Maguire, but it failed to impress critics or moviegoers. Despite a few good moments, the movie ultimately fell flat and failed to make an impact.

 

In the early 1960s, young starry-eyed activists Andrew and Elise fall in love for a brief while, and have a son but then choose to go their separate ways. Their son Martin ends up living a nomadic life with his mother.

 

When a random whim leads the mother and son back to New York City among familiar friends, teenage Martin's curiosity pushes him to reconnect with the father he has never known.

 

While reconnecting brings up bitter old wounds, the young boy attempts to reunite his parents by trying to wipe away the bitter past that has kept them apart.

 

 

33. Vanity Fair: Killers Kill, Dead Men Die (2007)

 

 

Vanity Fair: Killers Kill, Dead Men Die is a movie that didn't make much of a splash when it was released in 2007. Despite having a talented Annie Leibovitz at the helm and a cast that includes Amy Adams, Ben Affleck, and Jessica Alba, the movie failed to generate much buzz.

 

Reviews were mixed, with some praising the story and others finding it lacking. The IMDb rating is only average, with many viewers expressing disappointment in the film.

 

Vanity Fair's most ambitious portfolio for its Hollywood issue is something that's never been seen before, in its thirteen-year history. This year the tribute is a homage to noir and its dramatic imperatives.

 

Starring some of Hollywood's finest; Jessica Alba, Ben Affleck, Amy Adams, Alec Baldwin, Judi Dench, Jessica Biel, Penelope Cruz, Kirsten Dunst, Robert Downey Jr., James Franco and more.

 

 

34. Joyride (1997)

 

 

Joyride is a comedy-crime film that has been helmed for the screen by Quinton Peeples. It features actors Tobey Maguire, Amy Hathaway, and Wilson Cruz in pivotal roles. The motion picture was released in 1997 with a 1 hour and 33 min runtime.

 

Lewis Thomas is a young college student who decides to make a cross-country road trip to meet his high school friend Venna Wilcox, for whom he harbours romantic feelings. On the way, he bails out his brother Fuller, from jail and the latter looking for a good time, decides to join Lewis on his trip.

 

Trying to pull a prank on a truck driver he asks Lewis to join. However, what was meant to be a simple joke ends up going a bit too far and before they know it, the three become the target of a psychopathic truck driver who wants something more than just an apology from them.

 

 

 

35. Healer (1994)

 

 

Headlined by Tyrone Power Jr., John R. Johnston, and Turhan Bey, Healer is a drama that hit the screens in 1994.

 

John G. Thomas brought the story to life with the help of competent crew members such as Russ Reina (screenplay), Maximo Munzi (cinematography), and many others.

 

An ex-con who has just been paroled on a work-release program will have to work his final year as an ambulance Emergency Medical Technician in a retirement resort called Seabreeze.

 

For support, he has along with him a cynical paramedic. As the two set out on an adventure, dealing with various people from different walks of life, they understand the sentiments of the elderly and those that choose to abandon them.

 

 

36. Revenge of the Red Baron (1994)

 

 

Headlined by Mickey Rooney, Tobey Maguire, and Laraine Newman, Revenge of the Red Baron is a comedy-fantasy that hit the screens in 1994.

 

Robert Gordon brought the story to life with the help of competent crew members such as Michael McDonald (screenplay), Christian Sebaldt (cinematography), and many others.

 

Grandpa Spencer's glorious days seem to be a story of the past as he now spends time in his wheelchair, seeing his family slowly drift apart. However, fate seems to have something else in mind, as the former World War I Fighter Ace decides to take the age-old curse on the Spencer family that threatens to take their lives.

 

The notorious Red Baron seems to have come back, seeking revenge on the man who had shot him down. Grandpa, Grandson and daughter-in-law Spencer will have to do all it takes to defeat the Red Baron because this is their last chance at survival.