All 24 Coolio Movies In Order — All The Best (And Worst) Films To Watch Online

Ashley Oconnell
7 min readJun 13, 2024

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Get ready to embark on a thrilling journey through some of the finest movies ever made with our new article, “Coolio Movies”. This roundup highlights an eclectic mix of cinematic gems that captivated audiences with gripping storylines, exceptional acting, and stunning visuals. Whether you’re a seasoned viewer or a newcomer to the world of cinema, there’s something for everyone in this curated selection. Brace yourselves for the ultimate movie experience!

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1. Trespass (1992)

Trespass is a thrilling action movie released in 1992, starring Bill Paxton, Ice-T, and William Sadler. Set in St. Louis, the film revolves around two firemen who stumble upon a treasure map while battling a burning building. The treasure leads them to a closed-down factory, but they are trapped inside by a ruthless black gang claiming ownership of the area.

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2. Dangerous Minds (1995)

“Dangerous Minds” is a gripping 1995 movie that follows the story of LouAnne, a retired US marine who becomes a teacher in a high-school with a predominantly Latino and black student body in California. Set against the volatile backdrop of an impoverished and segregated locality, LouAnne’s journey to earn the respect of her students is filled with challenging encounters and eye-opening revelations.

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3. New Jersey Drive (1995)

New Jersey Drive is a raw and intense crime drama released in 1995, set against the backdrop of car theft rampant in Newark, New Jersey. Two young black teenagers, Jason (Shar-Ron Corley) and Midget (Gabriel Casseus), find themselves sucked into the thrill of stealing cars and joyriding. However, their innocent pursuit of excitement takes a dark and dangerous turn when they unwittingly steal a police car, inciting a savage and brutal police response.

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4. Clueless (1995)

“Clueless” is a hilarious 90s comedy-romance film from director Amy Heckerling, starring Alicia Silverstone, Stacey Dash, and Brittany Murphy. Set in posh Beverly Hills, 16-year-old Cher (Silverstone) reigns Supreme as the most popular girl in high school, often playing matchmaker for her teachers and classmates.

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5. Panther (1995)

Panther (1995), directed by Mario Van Peebles and written by Melvin Van Peebles, delves into the intriguing and dramatic story of The Black Panther Party of Self-Defense. Boasting a runtime of 2 hours and 4 minutes, this powerful film has garnered an impressive IMDb rating of 6.4 with 2,684 votes.

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6. Space Jam (1996)

In the beloved sports-infused film “Space Jam, “ the Looney Tunes are trapped in an amusement park and desperate to win a basketball match to gain their freedom. As luck would have it, the team finds an unlikely ally in none other than the legendary Michael Jordan. With Jordan’s skills and the witty humor of Bugs Bunny and crew, they embark on an adventure filled with golf balls, supernatural basketball games, and extraterrestrial challenges.

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7. ‘Weird Al’ Yankovic: The Videos (1996)

“Weird Al” Yankovic: The Videos, a 1996 documentary that compiles Weird Al’s iconic music videos from the years 1983 to 1996. Intriguingly, the film also features the title sequence created by him for the movie “Spy Hard”, however, for an unusual legal reason, the actual titles are conspicuously absent.

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8. An Alan Smithee Film: Burn Hollywood Burn (1997)

“An Alan Smithee Film: Burn Hollywood Burn” is a comedy film that takes a humorous look at the Hollywood industry and the power dynamics between filmmakers and studios. The story revolves around a rookie filmmaker named Alan Smithee, who finds himself in a precarious position when he is forced to make a big-budget action movie he believes is terrible.

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9. Nothing to Lose (1997)

“Nothing to Lose” is a thrilling, heart-pounding comedy that will leave you on the edge of your seat. In this action-packed film, we follow Nick, whose life spirals out of control after discovering his wife’s infidelity with his boss. When his world crashes down around him, he finds himself with a gun to his head but unexpectedly manages to escape.

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10. Batman & Robin (1997)

Batman & Robin, released in 1997, follows the dynamic duo, Batman and Robin, as they navigate the complexities of their relationship while also battling the sinister forces of Mr. Freeze and Poison Ivy.

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11. 200 Cigarettes (1999)

Get ready for an unforgettable experience with the 1999 film, “200 Cigarettes. “ This captivating comedy, drama, and romance intertwines the lives of a group of twentysomethings as they navigate the turbulent waters of relationships, loneliness, and neuroses in the backdrop of New York City on New Year’s Eve in 1981.

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12. Leprechaun 5: In the Hood (2000)

Experience the wild and wacky fifth installment in the Leprechaun series — “Leprechaun 5: In the Hood”! When three troublemaking rappers attempt to get revenge on a shady pimp, they accidentally release a ruthless leprechaun, sending chaos through the streets of Compton, California.

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13. Get Over It (2001)

Get Over It is a delightful, hilarious comedy-romance film that follows the story of a high school senior whose world is turned upside down when his girlfriend breaks up with him. His devoted group of friends tries everything in their power to coax him out of his misery and back into the game of life.

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14. Perfume (2001)

“Perfume” is a captivating drama that takes you on a rollercoaster ride into the world of New York City’s glamorous fashion industry and its wild modeling shows. Join a group of talented models, ambitious photographers, and cunning agents as they make their way through one intense week of jaw-dropping fashion, sizzling romance, and cutthroat competition. Directed by Michael Rymer and brought to life by the incredible performances of stars like Lysa Apostle, Joanne Baron, and Morena Baccarin, “Perfume” is a film that pushes boundaries and delivers an unforgettable experience.

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15. Daredevil (2003)

“Daredevil, “ a pulse-pounding action thriller from 2003, follows a man whose tragic accident, involving toxic waste, leaves him blind but imbues him with enhanced senses. Now, he fights for justice in the gritty cityscape as a fearless, acrobatic martial arts superhero. Starring Ben Affleck, Jennifer Garner, and Colin Farrell, this epic film takes viewers on a wild ride with suspenseful twists, thrilling fight scenes, and a captivating plot.

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16. Legally Blonde 2: Red, White & Blonde (2003)

Get ready for a laugh-out-loud comedy adventure with the return of Elle Woods in Legally Blonde 2: Red, White & Blonde. After passing the bar and becoming a successful lawyer, Elle finds herself in Washington, D. C. , pursuing her passion for animal rights. Elle joins the staff of a Congresswoman in an attempt to ban animal testing, navigating the complex world of politics and battling her own naivete.

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17. ‘Weird Al’ Yankovic: The Ultimate Video Collection (2003)

Get ready to laugh and rock with ‘Weird Al’ Yankovic: The Ultimate Video Collection! This 2003 release is a must-watch for any fan of the hilarious and talented musician.

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18. 25 Strong: The BET Silver Anniversary Special (2005)

Celebrate BET’s silver anniversary with a special musical affair! 25 Strong: The BET Silver Anniversary Special, originally airing on November 1st, 2005, is a thrilling TV event you won’t want to miss. Bringing the soulful sounds of gospel, R&B, and hip-hop, this star-studded show features extraordinary live performances, heartwarming interviews, and electrifying entertainment.

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19. Don’t Tell My Booker!!! (2007)

“Don’t Tell My Booker! ! ! “, directed by Dave Cote, takes viewers on a thrilling journey behind the exclusive world of supermodels and Hollywood VIP culture. The documentary dives into the fast-paced lives of models like Claudia Schiffer and features appearances from renowned figures such as Leonardo DiCaprio, Karl Lagerfeld, Minnie Driver, and Coolio. As they navigate through glamorous locations in Milan, Athens, Paris, London, and Cannes, the film offers an intimate look at the high-profile interactions that shape the supermodel industry.

➡️ Watch now for free with Amazon Prime

20. Bad Teacher (2011)

“Bad Teacher” offers an uproarious and smutty dose of humor, centered around the life of an underwhelming, incompetent middle school teacher named Elizabeth (Cameron Diaz). Following the loss of her affluent fiancé, Elizabeth is compelled to revert back to her profession, teaching, in order to accumulate enough funds for an array of breast implants. Along her journey, Elizabeth rediscovers her true affection for her vocation and imparts vital lessons about love, companionship, and self-acceptance.

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21. The Green Hornet (2011)

In this action-packed comedy, Britt Reid, the heir to his father’s colossal company, decides to turn his life around by forming an unforgettable crime-fighting duo with the late father’s dedicated assistant Kato. Together, they don the iconic The Green Hornet mask, using their wit and physical prowess to bring justice to the city they once called home.

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22. Pain & Gain (2013)

“Pain & Gain” is a wild and wildly entertaining action-comedy movie directed by Michael Bay. Set in 1990s Florida, this film brings together a trio of bodybuilders who get caught up in an unexpected and harrowing journey.

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23. Popstar: Never Stop Never Stopping (2016)

“Popstar: Never Stop Never Stopping” is a hilarious comedy that follows the life of a former boy band member who, when faced with the failure of his solo album, will stop at nothing to maintain his celebrity status. Directed by Akiva Schaffer and written by Andy Samberg, Jorma Taccone, and Akiva Schaffer, the film delves into the surreal world of show business and celebrity obsession.

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24. The Secret Life of Pets 2 (2019)

Prepare yourself for even more adorable and side-splitting escapades as “The Incredible World of Domestic Animals 2” takes us further into the thrilling secret lives of your favorite pets. As their owners depart for work or school, these endearing characters embark on amazing adventures of their own.

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