All 15 Cheryl Pepsii Riley Movies In Order — All The Best (And Worst) Films To Watch Online

Tracy Odom
7 min readJun 3, 2024

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Cheryl Pepsii Riley has been a prominent figure in the world of entertainment, known for her fantastic acting skills and vibrant personality. In this article, we delve into the diverse range of roles Cheryl has taken on in her career, highlighting the movies that have showcased her exceptional talent and charismatic presence on the big screen. From action to comedy to drama, we cover it all in this roundup of Cheryl Pepsii Riley’s impressive filmography.

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1. The 3rd Annual Soul Train Music Awards (1989)

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Step back in time to 1989, where the legendary Soul Train Music Awards were taking place for their 3rd annual celebration. Hosted by the talented Dionne Warwick, Patti LaBelle, and Ahmad Rashad, this unforgettable event honored the incredible achievements made by people of color during the previous year.

🎬 Watch now free at Amazon Prime

2. House Party (1990)

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“House Party” is a 1990 American comedy, music, and romance film that brings laughter, music, and romance together in one wild night. Directed by Reginald Hudlin and written by The Hudlin Brothers, the movie follows a young boy as he joins his friend on an unforgettable journey to a house party. What begins as a simple plan unfolds into an adventure filled with unpredictable twists and turns.

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3. Colorz of Rage (1999)

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“Colorz of Rage, “ originally untitled, takes viewers on a gripping journey into the heart of New York City. Releasing in 1999, the movie introduces an interracial couple, unprepared for the hard, urban reality of their new home.

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4. Madea’s Class Reunion (2003)

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Prepare yourself for non-stop laughter in “Madea’s Class Reunion” (2003), where our beloved Madea steals the show. This delightful film is packed with hilarious situations and emotional reunions, as it follows the lives of once-schoolmates, who are now adults, as they reunite at their alma mater for a 20-year class reunion. With Tyler Perry portraying Mabel ‘Madea’ Simmons, a stern yet loving disciplinary figure, the movie takes us on a nostalgic journey back to the times of his old stomping grounds while he shows his generosity to the community.

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5. Diary of a Mad Black Woman (2005)

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“Diary of a Mad Black Woman” is a heart-wrenching comedy-drama released in 2005, featuring Tyler Perry as the charismatic Mabel “Madea” Simmons. The film follows the life of Helen McCarter, a woman whose once-solid marriage begins to crumble when she discovers her husband’s plans for divorce. When Charles, Helen’s millionaire husband, leaves her for his mistress, Helen is left with no choice but to seek refuge in her grandmother’s house.

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6. Madea Goes to Jail (2006)

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“Madea Goes to Jail” is a 2006 American comedy film directed by Tyler Perry and written by the same talented individual. The 2-hour, 13-minute movie, rated TV-14, brings back the beloved character of Mabel “Madea” Simmons, played by the star himself, Tyler Perry. The plot takes a hilarious twist as Madea finds herself in “the big house. “ Regardless of the circumstances that led her there, she continues to offer her trademark advice and wisdom to her friends and family.

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7. Why Did I Get Married? (2006)

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Why Did I Get Married? presents an uplifting exploration of friendship and love among four couples attending a weekend getaway to recharge their marriages. Directed and written by Tyler Perry, this heartwarming film takes its audience on a journey of introspection, laughter, and heartbreak all wrapped in a musical format. The story revolves around Troy and Sheila, a happily married couple, as they deal with the unexpected appearance of Poppy’s new love.

➡️ View free at Amazon Prime

8. I Can Do Bad All by Myself (2009)

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I Can Do Bad All by Myself is a heartwarming comedy-drama where Madea takes matters into her own hands when she catches 16-year-old Jennifer and her two younger brothers looting her home. As Madea helps the siblings navigate life’s challenges, she rediscovers the importance of love, family, and faith.

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9. Madea’s Big Happy Family (2010)

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In “Madea’s Big Happy Family,” a dysfunctional clan is reunited by the fiery and feisty Matriarch General Madea, who helps them find their footing and see the world from a new perspective. Shirley grapples with her five varied adult offspring, each leading a diverse life, and Madea employs her renowned tactics, addressing finances, drug use, and closely guarded family secrets. This heartwarming film masterfully blends comedy and grit as it follows the next generation through their struggles and triumphs, proving that even the most trying experiences can ultimately strengthen a family’s bond.

➡️ Stream for free at Amazon

10. Madea’s Big Happy Family (2011)

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“Family, love, laughter, and secrets collide in “Madea’s Big Happy Family, “ the heartwarming comedy from renowned writer-director Tyler Perry. The film’s beloved and unpredictable title character, Mabel Simmons, also known as Madea, plays a crucial role in bringing together her feuding family members for an unforgettable dinner.

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11. A Madea Christmas (2011)

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Get ready for a heartwarming and hilarious holiday adventure with “A Madea Christmas” (2011)! Follow everyone’s favorite, Aunt Bam, and the one and only Madea as they step in to save a family’s Christmas celebration from chaos. When the usual family bickering and unexpected secrets threaten to spoil the holiday, this down-to-earth duo is just what the doctor ordered to restore harmony and love.

Watch for free via Amazon Prime

12. Laugh to Keep from Crying (2011)

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“Laugh to Keep from Crying” is a heartwarming comedy that takes us on a journey through the lives of a close-knit group of tenants in an inner-city apartment building. As they grapple with the challenges of family, job, and financial struggles, we witness their collective strength and resilience as they strive for a better future.

➡️ Watch now for free with Prime

13. Madea Gets a Job (2013)

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Dive into the world of humor and heart with “Madea Gets a Job, “ the stage play turned into a delightful 2013 comedy film. Experience the unique blend of justice as the legendary Mabel “Madea” Simmons finds herself in uncharted territory — performing community service at a retirement home.

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14. Hell Hath No Fury Like a Woman Scorned (2014)

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“Hell Hath No Fury Like a Woman Scorned” is a classic tale of revenge, set in a modern world. The film, directed and penned by the prolific Tyler Perry, stars Olrick Johnson, Patrice Lovely, and Cheryl Pepsii Riley.

👀 Watch for free @ Amazon

15. Bigger Than the Game (2018)

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“Bigger Than the Game” is a captivating drama-sports film released in 2018, directed by Janaya Black and written by the same talented individual. Set against the backdrop of a passionate basketball team, this movie takes us on a journey of not just the game, but the life-altering experiences that come with it. The head coach of the Michigan Warriors AAU basketball team, Dylan Baxter, finds himself at a perpetual crossroads as he strives to lead his team to the national championship.

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