All 52 Glenne Headly Movies (in Order)

Emiliano Ward
20 min readMar 18, 2024

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Dive into the world of Glenne Headly as we take a closer look at some of her most memorable movies. From her breakout roles to her latest projects, we’ll explore the range of talents that have made this versatile actress a household name.

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1. Four Friends (1981)

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Four Friends” is a heartfelt drama that takes us back to the tumultuous decade of the 1960s. Following the lives of four high school friends, the movie shows their unbreakable bond and how it’s tested in the face of societal changes.

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2. Say Goodnight, Gracie (1983)

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Say Goodnight, Gracie” is a compelling drama from 1983, directed by Patterson Denny and Austin Pendleton, and written by Ralph Pape. Set in 1976, the story revolves around five friends from the first Television Generation. They reunite at an apartment in New York City to plan for their high school reunion, reminiscing about their aspirations, fears, and experiences as they approach the age of 30.

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3. Doctor Detroit (1983)

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In Doctor Detroit (1983), a daring comedic romp, a quick-witted pimp finds himself on the run and entrusts his sex workers to a seemingly ordinary college professor of literature. The shy professor, played by Michael Hesseman, is thrown into a whirlwind of excitement when he reluctantly accepts the challenge of managing the risqué business. With the help of his beautiful and resourceful assistant, Dan Aykroyd’s character, they navigate the hilarious world of prostitution, manipulation, and unexpected relationships. This raunchy and outrageous comedy, directed by Michael Pressman, is a wild ride that pushes the boundaries of comedy and showcases the unpredictable adventures that can ensue when least expected. “

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4. The Purple Rose of Cairo (1985)

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The Purple Rose of Cairo” is a delightful 1930s-set romantic comedy and fantasy film directed by Woody Allen. The film, set in New Jersey in 1935, plays on the whimsical idea of a movie character stepping out of the screen and into the real world. Leading this quirky tale are Mia Farrow, Jeff Daniels, and Danny Aiello, who portray a captivating ensemble of characters experiencing both the magic and tragic realities of life both on and off screen.

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5. Eleni (1985)

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Experience a heart-wrenching tale of love and revenge with the 1985 drama, “Eleni. “ Set against the backdrop of the Greek civil war, the movie follows the grief-stricken journey of a mother’s love for her children.

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6. Fandango (1985)

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Fandango” is a heartwarming comedy-drama released in 1985, starring a young and ambitious cast, including Kevin Costner, Judd Nelson, and Sam Robards. The film follows five college friends from the University of Texas as they embark on one last wild road trip to Mexico, facing the uncertainties of their futures that lie ahead, including the Vietnam War.

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7. Seize the Day (1986)

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Seize the Day” is a compelling drama directed by Fielder Cook and written by Saul Bellow and Ronald Ribman. The movie, based on a novel, follows the story of Tommy Wilhelm, a hardworking man who has recently lost his job, which leads him to hit rock bottom. Despite his best efforts, his friends and family abandon him, leaving him to face uncertainty and loneliness head-on. The film’s title is inspired by the character’s futile attempts to seize the day and turn his life around.

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8. Nadine (1987)

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Nadine” is a 1950s-set romantic comedy-mystery that follows the titular character as she tries to recover compromising photos of herself and ends up embroiled in a murder case and land deals gone awry. Set in the picturesque landscape of Texas, audiences will be treated to a neo-noir tale filled with humor, suspense, and a touch of romance.

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9. Making Mr. Right (1987)

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In the charming and unpredictable film “Making Mr. Right” (1987), a reclusive scientist named Jeff Peters sets out to create a robotic doppelganger, Ulysses, for an extensive space mission.

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10. Paperhouse (1988)

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Paperhouse” is a heartwarming drama and fantasy film that takes viewers on a journey into the vibrant, surreal world of a young girl’s imagination. Set in 1988, the film tells the story of Marion, an isolated and unhappy young girl who finds solace in a mysterious, ill boy named Marc, whom she can visit in a dream world she has drawn in her school composition book.

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11. Stars and Bars (1988)

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Stars and Bars” (1988) is a charming comedy that follows a British art expert on a business trip across America in pursuit of a rare Renoir painting. As he travels through the South, he encounters an array of quirky characters and finds himself embroiled in unexpected situations.

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12. Dirty Rotten Scoundrels (1988)

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In the hilarious 1988 comedy “Dirty Rotten Scoundrels”, Steve Martin and Michael Caine star as the two most infamous con men on the French Riviera. They engage in a witty battle of wits, vying to outdo each other by attempting to swindle a naive young American female heiress out of fifty thousand dollars. The movie boasts of spectacular performances by both comedic legends, and a delightful mix of humor, crime, and intrigue.

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13. Dick Tracy (1990)

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Dick Tracy, a classic comic strip detective, finds himself in the middle of an intricate web of crime, love, and danger when the captivating Breathless Mahoney makes her seductive moves towards him. Amidst it all, Tracy must face the united might of the mob led by crime boss Big Boy Caprice.

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14. Mortal Thoughts (1991)

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Mortal Thoughts” is a gritty and suspenseful neo-noir film, released in 1991, directed by Alan Rudolph. The movie, which has a runtime of 1 hour and 43 minutes, is rated R and stars Demi Moore, Glenne Headly, and Bruce Willis. The intriguing plot revolves around two detectives interrogating a hairdresser who may or may not be involved in two horrific homicides.

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15. Grand Isle (1991)

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Grand Isle, “ released in 1991, is a drama-romance film adaptation of Kate Chopin’s “The Awakening. “ Set in the Victorian era, it tells the story of a rebellious woman who defies the societal norms of her time. The film stars Kelly McGillis, Jon DeVries, and Adrian Pasdar in their respective roles.

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16. And the Band Played On (1993)

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And the Band Played On, originally released in 1993, offers a gripping portrayal of the discovery of the AIDS epidemic in the United States during the 1980s. Staring Matthew Modine as Dr.

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17. Ordinary Magic (1993)

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Ordinary Magic, “ set in 1993, follows the journey of a young boy named Jake, who is sent to live with his aunt in Canada after the loss of his parents. Adapting to life in a new country, Jake befriends a group of unlikely heroes who stand together against injustices.

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18. Getting Even with Dad (1994)

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Getting Even with Dad is a heartwarming comedy-crime family film released in 1994, directed by Howard Deutch and written by Tom S. Parker and Jim Jennewein. The movie, which runs for an hour and 49 minutes, has a content rating of PG and stars Macaulay Culkin, Ted Danson, and Glenne Headly. The plot revolves around a thief’s son who cleverly manipulates his father into spending more time with him.

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19. Mr. Holland’s Opus (1995)

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Experience the soul-stirring and heartwarming story of “Mr. Holland’s Opus” (1995), directed by Stephen Herek and written by Patrick Sheane Duncan. This Oscar-nominated drama, co-starring Richard Dreyfuss, Glenne Headly, and Jay Thomas, follows a frustrated composer as he transitions to a role as a high school music teacher.

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20. 2 Days in the Valley (1996)

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2 Days in the Valley” is a thrilling crime-comedy that takes place in the bustling streets of Los Angeles. Directed and written by John Herzfeld, this 1996 film explores the intersecting lives and crimes unfolding over a span of 48 hours.

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21. Sgt. Bilko (1996)

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In the comedic adventure, Sgt. Bilko (1996), Steve Martin stars as the charming yet cunning conman in charge of the U. S. army base’s motor pool. Alongside Dan Aykroyd and Phil Hartman, Martin’s character is known for his innovative inventions, such as the hover tank, and his unofficial gambling hustles. However, the army base faces an impending closure, with only one man standing in the way — a determined inspector who holds a grudge against Bilko due to a past disagreement.

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22. Bastard Out of Carolina (1996)

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A heart-wrenching tale of family, betrayal, and survival, “Bastard Out of Carolina” (1996) explores the tumultuous journey of a mother and her daughter as their lives are shaken by a new man’s arrival. Anjelica Huston’s directorial debut takes audiences on an unforgettable emotional ride, as Jennifer Jason Leigh leads the cast through a web of abuse and deception.

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23. Pronto (1997)

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Pronto, “ directed by Jim McBride and written by Elmore Leonard and Michael Butler, is a darkly comedic thriller based on the novel by Elmore Leonard. The film follows Miami Beach bookie, Harry Arno (played by Peter Falk), who finds himself in trouble with his mob bosses. In a desperate attempt to escape an assassination attempt, Harry decides to retire and relocates to Greece with his girlfriend Doris (Glenne Headly).

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24. My Own Country (1998)

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My Own Country” is a captivating drama movie directed by Mira Nair and based on the life of East Indian physician, Abraham Verghese. Set in 1985, the film delves into the personal and professional journey of Verghese, who moves to Johnson City, Tennessee to practice medicine. In a time where AIDS is spreading from big cities to the rural areas, the compassionate and non-judgmental doctor embarks on a personal crusade against the disease.

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25. The X Files (1998)

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In the 1998 film “The X Files, “ Mulder and Scully, two agents of the FBI, find themselves drawn into a web of conspiracy and lies, as they come face to face with evidence of an imminent alien colonization on Earth. The government, desperate to keep this shocking truth under wraps, will stop at nothing to silence them. As they fight for the revealing of the truth, Mulder and Scully must rely on their unwavering trust in each other and their ability to uncover the darkest secrets.

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26. Babe: Pig in the City (1998)

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Babe: Pig in the City takes the beloved piglet from the countryside to the bustling streets of Manhattan, as he sets out on a thrilling adventure to save his beloved farmer’s farm. The film, which retains the heartwarming charm of its predecessor, follows Babe as he makes new friends, navigates the challenges of the big city, and learns the importance of perseverance. Packed with laughter, excitement, and heart, Babe: Pig in the City is a delightful family film that will capture the imaginations of audiences of all ages.

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27. Winchell (1998)

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Winchell, released in 1998, is a biographical drama based on the life of Walter Winchell, a highly influential and notorious 1950s columnist. The film stars Stanley Tucci as Walter Winchell, Glenne Headly, and Paul Giamatti, with a runtime of 1 hour and 45 minutes.

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28. The Darkest Day (1999)

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The Darkest Day, “ released in 1999, is a gripping drama film that explores the complexities of human emotions and relationships. Directed by Roberta C. Williams, the movie stars Eddie Blissett, Jesse Borrego, and Julian Brewster. The film runs for 1 hour and 39 minutes and is rated 5.4 on IMDb.

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29. Breakfast of Champions (1999)

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Breakfast of Champions takes a lighthearted yet satirical approach to exploring the complexities of the human psyche. Following the downward spiral of a wealthy, yet unstable car dealer, the film dives deep into the emotional turmoil and unconventional relationships of his family members. Bruce Willis delivers a memorable performance as the man grappling with his sanity, while his transvestite sales manager, played by Albert Finney, adds a quirky spin to the plot.

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30. The Sandy Bottom Orchestra (2000)

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The Sandy Bottom Orchestra, a delightful drama with a musical twist, stars Glenne Headly as a concert pianist who falls in love with a humble Wisconsin farmer. The film explores the challenges of blending two seemingly contrasting worlds, as the outsider pianist discovers the beauty and charm of small town life.

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31. Timecode (2000)

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Timecode” is a captivating drama-romance film released in 2000, directed by Mike Figgis and written by the same. The movie focuses on four interlinked stories that revolve around a Hollywood film production company and its employees, while also delving into the emotional turmoil of a woman caught up in the web of jealousy.

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32. A Girl Thing (2001)

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A Girl Thing” is a captivating drama set in New York City, following the journey of four different women as they navigate their way through various romantic and personal challenges. Each woman faces distinct life situations, including attraction to another woman, strained family relations between three sisters, a cheating husband, and seeking revenge after being unexpectedly fired from their job.

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33. What’s the Worst That Could Happen? (2001)

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What’s the Worst That Could Happen? “ is a delightful 2001 comedy with a star-studded cast, featuring Martin Lawrence, Danny DeVito, and John Leguizamo. The film follows the story of a wealthy man, portrayed by Lawrence, who accidentally catches a thief, played by Leguizamo, in the act of burglarizing his home. In a shocking twist, the rich man steals the thief’s lucky ring, prompting an entertaining chase to retrieve it.

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34. On Golden Pond (2001)

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On Golden Pond” is a heartwarming drama that follows the lives of Ethel and Norman Thayer, an elderly couple who live together in their peaceful cabin by the eponymous pond. The film explores the tumultuous relationship between Chelsea Thayer Wayne, their forty-two-year-old daughter, and her boyfriend, Bill Ray, as well as the challenges that the old couple faces in confronting the realities of aging. Filled with poignant moments and memorable scenes, this movie portrays a touching father-daughter relationship that will leave you with a lasting impression.

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35. Bartleby (2001)

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Bartleby, released in 2001, is a unique blend of comedy, drama, and mystery that takes an unconventional approach to the employer-employee relationship. With a runtime of just 1 hour and 23 minutes, the film stars David Paymer, Crispin Glover, and Glenne Headly.

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36. Women vs. Men (2002)

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Women vs. Men” is a hilarious comedy that explores the battle of the sexes.

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37. Eulogy (2004)

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Eulogy, “ a 2004 black comedy, revolves around the patriarch’s funeral, bringing together three generations of a dysfunctional family. This heartfelt event unveils secrets and covert relationships that have been years in the making. Starring Ray Romano, Jesse Bradford, and Hank Azaria, the film explores the complexities of family relationships and the struggles that come along with them.

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38. Confessions of a Teenage Drama Queen (2004)

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Confessions of a Teenage Drama Queen” is a heartwarming family comedy-musical that follows a teenage girl named Lola as she navigates life after her family’s move from the bustling city to the suburbs. Lola is convinced that her home city revolves around her, but when her family relocates, she must compete for attention with her new rivals.

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39. Around the Bend (2004)

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Around the Bend” is a heartfelt drama film released in 2005, featuring an ensemble cast led by Hollywood icons Michael Caine, Christopher Walken, and Josh Lucas. The film follows the story of a bitter, recently divorced man who, after being goaded by his son and grandfather, embarks on a family road trip in an attempt to reconcile with his estranged father.

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40. The Amateurs (2005)

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In the small town of Blue Falls, a group of unremarkable citizens embark on an unexpected journey to create an adult film under the guidance of a man grappling with a mid-life crisis in The Amateurs. The film brings together an eclectic mix of townspeople, each with their own dreams and ambitions, as they navigate the challenges of pornographic filmmaking.

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41. Raising Flagg (2006)

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Raising Flagg” is a light-hearted comedy film released in 2008, starring iconic veteran actor, Alan Arkin, and a stellar supporting cast including Lauren Holly and Glenne Headly. Directed by Neal Miller, this story revolves around a handyman who finds himself entangled in a lifelong rivalry with his competitive neighbor.

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42. Comeback Season (2006)

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Comeback Season” is a heartwarming comedy-romance film from 2006, starring Ray Liotta, Shaun Sipos, and Glenne Headly. When Walter Pearce (Ray Liotta), a married man, cheats on his wife, he must turn to an unlikely aid — the local high school football star. With his wife considering divorce, Walter embarks on a hilarious journey to win back her love and save their marriage.

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43. The Namesake (2006)

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The Namesake is a moving drama that explores the complex world of cultural identity and personal belonging, set against the backdrop of New York City. Gogol, the American-born son of Indian immigrants, yearns to assimilate among his peers while his family clings to their deeply rooted traditions. As the story unfolds, director Mira Nair masterfully weaves together the rich fabric of the characters’ lives, their hopes, and their struggles, capturing the essence of navigating between the old and the new world.

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44. Kit Kittredge: An American Girl (2008)

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Kit Kittredge: An American Girl is a heartwarming family film set in 1934 Cincinnati, during the tumultuous era of the Great Depression. The story follows Kit, a bright and resourceful young girl, as she helps her mother manage their struggling boardinghouse after her father loses his job. As Kit navigates the challenges of her time, she also learns valuable life lessons and discovers the strength that lies within her.

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45. The Joneses (2009)

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In “The Joneses, “ a seemingly picture-perfect family moves into a quaint suburban neighborhood, only to keep their true intentions a secret from their unsuspecting neighbors. The family’s materialistic lifestyle and obsession with the newest gadgets and trends leave their fellow residents envious and seeking to emulate their seemingly perfect lives. However, as the Joneses’ hidden agenda and unhappy marriage are gradually revealed, they force everyone around them to question the true meaning of happiness, wealth, and genuine connections.

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46. Don Jon (2013)

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Don Jon” is a witty and insightful romantic comedy-drama that explores the unrealistic expectations we form from watching porn. Set in New Jersey, the film follows Jon, a devout family man who, despite his commitment to his loved ones, finds himself heavily influenced by the adult industry. As his unhealthy habits threaten to derail his relationships, Jon sets out on a quest to find true intimacy and happiness with the right partner.

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47. Dial a Prayer (2015)

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Dial a Prayer is a heartwarming comedy-drama that tells the story of Cora, a young woman who works at a Prayer Call Center under the supervision of Bill, a well-intentioned leader. Day-to-day, Cora begrudgingly answers calls from people seeking spiritual guidance, but when a caller insists that her voice has saved him, Cora finds herself questioning her role and beliefs.

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48. Strange Weather (2016)

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Strange Weather, “ a captivating drama film directed by Katherine Dieckmann and written by her as well, portrays a deeply emotional journey of a mother dealing with the devastating loss of her son. Holly Hunter, the compelling lead of this poignant tale, plays a woman from Georgia who embarks on a quest to resolve a score in the deep South.

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49. Just Getting Started (2017)

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Just Getting Started takes us on a thrilling journey filled with comedic twists and crime-infested chaos. With an all-star cast, including Morgan Freeman and Tommy Lee Jones, we are introduced to an interesting dynamic between the two lead characters, as they are forced to put aside their petty rivalry at the golf course.

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50. The Circle (2017)

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In the 2017 film “The Circle, “ Emma Watson stars as a woman who lands her dream job at a powerful tech company called the Circle. However, as she delves deeper into the company, she uncovers a chilling agenda that will change the lives of humanity forever. Tom Hanks and John Boyega also star in this thrilling drama, helmed by director James Ponsoldt.

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51. The Oscars (2018)

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Dive into the glamour and excitement of the 90th Annual Academy Awards ceremony, hosted by the charismatic Jimmy Kimmel. This prestigious event celebrates the achievements in the film industry for the year 2017, as the world’s biggest stars gather to recognize and pay tribute to their fellow artists.

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52. Making Babies (2018)

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In the humorous comedy “Making Babies, “ released in 2020, John and Katie Kelly, portrayed by Eliza Coupe and Steve Howey, embark on a chaotic journey to conceive their long-awaited dream babies. As they exhaust their options and test the limits of their marriage and wallet, the couple turns their focus to modern infertility treatments, resulting in hilarious consequences for their personal lives and relationships.

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That’s All Folks!

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